ChemicalBook CAS DataBase List [(1S,3S,4S)-4-Amino-3-hydroxy-5-phenyl-1-(phenylmethyl)pentyl]-carbamic acid 1,1-dimethylethyl ester

[(1S,3S,4S)-4-Amino-3-hydroxy-5-phenyl-1-(phenylmethyl)pentyl]-carbamic acid 1,1-dimethylethyl ester synthesis

7synthesis methods

Product Name:[(1S,3S,4S)-4-Amino-3-hydroxy-5-phenyl-1-(phenylmethyl)pentyl]-carbamic acid 1,1-dimethylethyl ester
CAS Number:144163-85-9
Molecular formula:C23H32N2O3
Molecular Weight:384.51

(2S,3S,5S)-2-(N,N-DIBENZYLAMINO)-3-HYDROXY-5-(TERT-BUTYLOXYCARBONYLAMINO)-1,6-DIPHENYLHEXANE

162849-93-6
19 suppliers
$125.00/25mg

[(1S,3S,4S)-4-Amino-3-hydroxy-5-phenyl-1-(phenylmethyl)pentyl]-carbamic acid 1,1-dimethylethyl ester

144163-85-9
166 suppliers
$26.00/250mg

Yield:144163-85-9 92%

Reaction Conditions:

with palladium on activated charcoal;ammonium formate at 66; under 3750.38 Torr; for 2.5 h;Autoclave;

Steps:

6 Example 6

Add (2S, 3S, 5S)-2-N, N-dibenzylamino-3-carbonyl-5-tert-butoxycarbonylamino-1 into the autoclave,56.48g of 6-diphenylhexane, add 200mL of methanol, stir to dissolve, add 5.32g of palladium/carbon with 10% palladium content(0.05mol), 10.09g (0.16mol) of ammonium formate, and pass hydrogen to replace the air in the autoclave until the pressure reaches 0.5MPa,Warm up to 66°C, keep the temperature for 2.5 hours, let stand to room temperature, filter and concentrate; add ethyl acetate and stir to dissolve, add slowly Wash with 120 mL of 5wt% sodium carbonate solution, wash with saturated brine, dry with anhydrous sodium sulfate, filter, and reduce the organic layer at 60°CConcentrated to obtain 37.73g of intermediate BDH, the yield was 92%, and the de% value was 98.2%.

References:

CN111393329,2020,A Location in patent:Paragraph 0054-0056

256328-84-4 Synthesis