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[ CAS No. 3303-84-2 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 3303-84-2
Chemical Structure| 3303-84-2
Structure of 3303-84-2 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 3303-84-2 ]

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Product Details of [ 3303-84-2 ]

CAS No. :3303-84-2 MDL No. :MFCD00037291
Formula : C8H15NO4 Boiling Point : -
Linear Structure Formula :(CH3)3COCONHCH2CH2COOH InChI Key :WCFJUSRQHZPVKY-UHFFFAOYSA-N
M.W : 189.21 Pubchem ID :76809
Synonyms :
Boc-β-Ala-OH

Calculated chemistry of [ 3303-84-2 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.75
Num. rotatable bonds : 6
Num. H-bond acceptors : 4.0
Num. H-bond donors : 2.0
Molar Refractivity : 46.86
TPSA : 75.63 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -7.15 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.66
Log Po/w (XLOGP3) : 0.43
Log Po/w (WLOGP) : 0.99
Log Po/w (MLOGP) : 0.51
Log Po/w (SILICOS-IT) : 0.01
Consensus Log Po/w : 0.72

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.56

Water Solubility

Log S (ESOL) : -0.89
Solubility : 24.5 mg/ml ; 0.129 mol/l
Class : Very soluble
Log S (Ali) : -1.59
Solubility : 4.91 mg/ml ; 0.026 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.02
Solubility : 18.2 mg/ml ; 0.0962 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.1

Safety of [ 3303-84-2 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 3303-84-2 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 3303-84-2 ]

[ 3303-84-2 ] Synthesis Path-Downstream   1~12

  • 1
  • [ 3303-84-2 ]
  • [ 16947-84-5 ]
  • [ 174774-65-3 ]
  • (S)-2-Amino-3-{3-[(5-carbamimidoyl-benzofuran-2-carbonyl)-amino]-propionylamino}-propionic acid [ No CAS ]
  • 2
  • [ 3303-84-2 ]
  • [ 17664-93-6 ]
  • [ 223270-78-8 ]
  • 3
  • [ 3303-84-2 ]
  • [ 2886-33-1 ]
  • C26H32N2O7 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With 4-methyl-morpholine; sodium hydroxide; isobutyl chloroformate; In tetrahydrofuran; water; at -25 - 20℃; for 3h; Example 18: 2,3-Dihydrouridine-5'-carboxylic acid [(asparto)carbamoylethyl]-amide In a dry vessel, N-tert-butyloxycarbonyl-beta-alanine (10 mmol, 1890 mg) is dissolved in 10 ml of dry THF and cooled to -25 C. Subsequently, N-methylmorpholine (10 mmol, 1010 mg) and isobutyl chloroformiate (10 mmol, 1360 mg) are sequentially added under vigorous stirring. Immediately after the formation of a white precipitate (N-methylmorpholine hydrochloride) a solution of L-aspartic acid dibenzyl ester p-toluene sulfonate (11 mmol, 5330 mg) in 1 M-aq. NaOH-solution (11 ml) is added. The resulting mixture is allowed to warm to ambient temperature. After three hours, THF and other volatiles are removed by rotary evaporation at 40 C, the residual aqueous mixture is diluted with a small volume of H2O and adjusted to pH 1 (10% aq. NaHSO4 solution) and extracted with ethyl acetate (3 x 50 ml). The combined organic layers are washed with satured aq. Na2CO3 solution (3 x 20 ml) and subsequently with water (3 x 20 ml), dried over Na2SO4, and evaporated to dryness.
  • 4
  • [ 3303-84-2 ]
  • [ 97682-44-5 ]
  • [ 1094061-90-1 ]
  • 5
  • [ 3303-84-2 ]
  • [ 124-41-4 ]
  • [ 3034-48-8 ]
  • [ 1235447-14-9 ]
  • 6
  • [ 3325-11-9 ]
  • [ 3303-84-2 ]
  • [ 1246640-01-6 ]
YieldReaction ConditionsOperation in experiment
93% With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20℃; for 16h; 2.7 g (20 mmol) of <strong>[3325-11-9]5-aminobenzotriazole</strong>, 3.8 g (20 mmol) of 3-tert-butoxycarbonylaminopropionic acid, 3.5 g of HOBt (26 mmol) and 4.2 g (22 mmol) of DAPECI are dissolved in 30 ml of DMF and stirred at RT for 16 h. The reaction mixture is then evaporated in vacuo. The residue is taken up in 200 ml of ethyl acetate and washed by shaking twice with water. The organic phase is dried using MgSO4 and evaporated in vacuo. Purification by column chromatography on silica gel with ethyl acetate gives 5.7 g (93percent) of 28.
  • 7
  • [ 6972-82-3 ]
  • [ 3303-84-2 ]
  • tert-butyl 2-(3-methyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-yl)ethylcarbamate [ No CAS ]
YieldReaction ConditionsOperation in experiment
A mixture of 5,6-diamino- 1 -methylpyrimidine-2,4( 1H,3H)-dione (1.56 g, 10.0 mmol), 3-(tert-butoxycarbonylamino)propanoic acid (3.78 g, 20.0 mmol), EDCI (3.83 g, 20.0 mmol) and DMAP (2.44 g, 20.0 mmol) in DMSO (40 mL) was stirred for 16 h at 28 °C. The reaction mixture was poured into water (250 mL) and the precipitate was collected. The above crude product and NaOH aqueous (10 mL, 3M) in MeOH (30 mL) was heated to reflux and stirred for 6 h. The reaction mixture was cooled to 28 °C and mixture was concentrated. The aqueous residue was neutralized with citric acid to PH = 67. The precipitate was collected and dried in vacuo to afford the title compound; ESI: 310.1 (M+H)t
  • 8
  • [ 6972-82-3 ]
  • [ 3303-84-2 ]
  • tert-butyl 2-(1,3,7-trimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-yl)ethylcarbamate [ No CAS ]
  • 9
  • [ 20876-36-2 ]
  • [ 3303-84-2 ]
  • 3-((tert-butoxycarbonyl)amino)-N-(2-oxo-2,3-dihydro-1H-indol-5-yl)propanamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
83% tert-butyl (3-oxo-3-((2-oxoindolin-5-yl)amino)propyl)carbamate (3b). To a solution of N-Boc amine 1 b (578.34 mg, 3.06 mmol), in dry DMF (5 ml_), under N2 atmosphere and cooled to 0°C, were added TBTU (982.54 mg, 3.06 mmol) and DIPEA (1 .07 ml_, 6.12 mmol). After 30' a 0°C, the amine salt 2b (0.58 mmol) was added and the temperature was kept at 0°C for additional 30'. Later the mixture was slowly warmed to rt and left under stirring at rt overnight. Once TLC verified the disappearance of the precursor, the organic solvent was evaporated under vacuum and the crude product was purified by flash chromatography over silica gel, using CHC /MeOH (95:5) as the eluent, to obtain pure 3b as a white solid (806 mg, 2.53 mmol, 83percent yield). H-NMR (DMSO-c/6): delta 1 .39 (s, 9H, Boc); 2.42 (t, 2H, J = 7.2 Hz, CH2); 3.1 6-3.22 (m, 2H, CH2); 3.45 (s, 2H, CH2); 6.71 (d, 1 H, J = 8.4 Hz, Ar); 6.84-6.88 (br t, 1 H, J = 5.6 Hz, NH); 7.32 (dd, 1 H, J = 1 .6, 8.4 Hz); 7.50 (s, 1 H, Ar); 9.78 (br s, 1 H, NH); 10.28 (br s, 1 H, NH) ppm. Anal. Calcd for C16H21 N3O4: C, 60.37percent; H, 6.33percent; N, 13.20percent; Found: C, 60.17percent; H, 6.23percent; N, 13.22percent.
  • 10
  • [ 3303-84-2 ]
  • [ 39987-25-2 ]
  • C9H16N2O5 [ No CAS ]
  • 11
  • [ 25519-82-8 ]
  • [ 3303-84-2 ]
  • tert-butyl 3-(4-(4-methoxybenzoyl)piperidin-1-yl)-3-oxopropylcarbamate [ No CAS ]
YieldReaction ConditionsOperation in experiment
735 mg With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20℃; for 12h; General procedure: 3- (tert-Butoxycarbonylamino) propionic acid (555 mg, 2.932 mmol) obtained in Step 1,PyBOP (1.525 g, 2.932 mmol),(4-methoxyphenyl) (piperidin-4-yl) methanone hydrochloride(500 mg, 1.955 mmol)To DMF After dissolution, DIPEA (1.02 ml, 5.865 mmol)And the mixture was stirred at room temperature for 12 hours.The reaction solution was diluted with ethyl acetate and washed three times with water.The organic layer was dehydrated with Na2SO4,After concentration under reduced pressure, the product was separated by column chromatography to obtain 735 mg of the titled compound as a yellow liquid.
  • 12
  • [ 854601-60-8 ]
  • [ 3303-84-2 ]
  • C26H54N2O12 [ No CAS ]
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