METHYL 2-(2-((TERT-BUTOXYCARBONYLAMINO)METHYL)PHENYL)ACETATE synthesis

5synthesis methods

Product Name:METHYL 2-(2-((TERT-BUTOXYCARBONYLAMINO)METHYL)PHENYL)ACETATE
CAS Number:147410-31-9
Molecular formula:C15H21NO4
Molecular Weight:279.33

208124-61-2 Synthesis

METHYL 2-(2-(AMINOMETHYL)PHENYL)ACETATE HYDROCHLORIDE

208124-61-2
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24424-99-5 Synthesis

24424-99-5
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METHYL 2-(2-((TERT-BUTOXYCARBONYLAMINO)METHYL)PHENYL)ACETATE

147410-31-9
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Yield:147410-31-9 94%

Reaction Conditions:

with triethylamine in dichloromethane at 0 - 20;

Steps:

1.d step d: [2-(tret-bytoxycarbonylamino-methyl)-phenyl]-acetic acid methyl ester (5a)

To a solution of 3a in methanol (0.2 M) was added palladium, 10 weight % (dry basis) on activated carbon, wet, (0.1 eq) and concentrated hydrochloric acid (3.5 eq). The reaction mixture was shaken overnight on a Parr reactor, with hydrogen pressure equal to 70 psi. The reaction mixture was filtered through celite, concentrated in vacuo then triturated with ether. The product was obtained as a white solid. (85%) 1H NMR (300 MHz, DMSO-d6) ? 8.66 (br s, 2H), 7.55 (m, 1H), 7.32 (m, 3H), 4.01 (m, 2H), 3.89 (s, 2H), 3.61 (s, 3H).

References:

US2004/254156,2004,A1 Location in patent:Page 16

18698-97-0 Synthesis