(S)-2-[((6R,8aR)-6-tert-Butoxycarbonylamino-5-oxo-hexahydro-indolizine-8a-carbonyl)-amino]-3-phenyl-propionic acid methyl ester

Base Information

Chemical Name:(S)-2-[((6R,8aR)-6-tert-Butoxycarbonylamino-5-oxo-hexahydro-indolizine-8a-carbonyl)-amino]-3-phenyl-propionic acid methyl ester
CAS No.:189011-57-2
Molecular Formula:C₂₄H₃₃N₃O₆
Molecular Weight:459.543
Hs Code.:

Synonyms:(S)-2-[((6R,8aR)-6-tert-Butoxycarbonylamino-5-oxo-hexahydro-indolizine-8a-carbonyl)-amino]-3-phenyl-propionic acid methyl ester

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Chemical Property of (S)-2-[((6R,8aR)-6-tert-Butoxycarbonylamino-5-oxo-hexahydro-indolizine-8a-carbonyl)-amino]-3-phenyl-propionic acid methyl ester

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Technology Process of (S)-2-[((6R,8aR)-6-tert-Butoxycarbonylamino-5-oxo-hexahydro-indolizine-8a-carbonyl)-amino]-3-phenyl-propionic acid methyl ester

There total 2 articles about (S)-2-[((6R,8aR)-6-tert-Butoxycarbonylamino-5-oxo-hexahydro-indolizine-8a-carbonyl)-amino]-3-phenyl-propionic acid methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 67.0%

: 7524-50-7
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

: (6R,8aR)-6-tert-Butoxycarbonylamino-5-oxo-hexahydro-indolizine-8a-carboxylic acid

: 189011-57-2
(S)-2-[((6R,8aR)-6-tert-Butoxycarbonylamino-5-oxo-hexahydro-indolizine-8a-carbonyl)-amino]-3-phenyl-propionic acid methyl ester

Guidance literature:: With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 5h;
DOI:10.1021/jo961180r

Reference yield:

: 177206-73-4
(6R,8aR)-6-tert-Butoxycarbonylamino-5-oxo-hexahydro-indolizine-8a-carboxylic acid benzyl ester

: 189011-57-2
(S)-2-[((6R,8aR)-6-tert-Butoxycarbonylamino-5-oxo-hexahydro-indolizine-8a-carbonyl)-amino]-3-phenyl-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / H₂ / Pd/C / ethanol / 1 h

2: 67 percent / BOP reagent, DIEA / dimethylformamide / 5 h

With hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jo961180r

Reference yield:

: 51499-90-2
N-(tert-butoxycarbonyl)glycine anhydride

: 189011-57-2
(S)-2-[((6R,8aR)-6-tert-Butoxycarbonylamino-5-oxo-hexahydro-indolizine-8a-carbonyl)-amino]-3-phenyl-propionic acid methyl ester

: (S)-2-{[(6R,8aR)-6-(2-tert-Butoxycarbonylamino-acetylamino)-5-oxo-hexahydro-indolizine-8a-carbonyl]-amino}-3-phenyl-propionic acid methyl ester

Guidance literature:: With triethylamine; trifluoroacetic acid; Yield given. Multistep reaction; 1) CH₂Cl₂, rt, 2 h; 2) THF, 0 deg C, 2 h;
DOI:10.1021/jo961181j