(2RS,2'S)-2-{[2'-(benzyloxycarbonylamino)-3'-methylbutanoyl]amino}-3-oxo-4-phthalimidobutanoic acid benzyl ester

Base Information

• Chemical Name: (2RS,2'S)-2-{[2'-(benzyloxycarbonylamino)-3'-methylbutanoyl]amino}-3-oxo-4-phthalimidobutanoic acid benzyl ester
• CAS No.: 1042740-90-8
• Molecular Formula: C₃₂H₃₁N₃O₈
• Molecular Weight: 585.613

Synonyms:(2RS,2'S)-2-{[2'-(benzyloxycarbonylamino)-3'-methylbutanoyl]amino}-3-oxo-4-phthalimidobutanoic acid benzyl ester

Chemical Property of (2RS,2'S)-2-{[2'-(benzyloxycarbonylamino)-3'-methylbutanoyl]amino}-3-oxo-4-phthalimidobutanoic acid benzyl ester

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Technology Process of (2RS,2'S)-2-{[2'-(benzyloxycarbonylamino)-3'-methylbutanoyl]amino}-3-oxo-4-phthalimidobutanoic acid benzyl ester

There total 1 articles about (2RS,2'S)-2-{[2'-(benzyloxycarbonylamino)-3'-methylbutanoyl]amino}-3-oxo-4-phthalimidobutanoic acid benzyl 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: 88.0%

benzyl 2-amino-3-oxo-4-phthalimidobutanoate hydrochloride salt + (S)-N-(benzyloxycarbonyl)valine (1149-26-4) → (2RS,2'S)-2-{[2'-(benzyloxycarbonylamino)-3'-methylbutanoyl]amino}-3-oxo-4-phthalimidobutanoic acid benzyl ester (1042740-90-8)

Guidance literature:

(S)-N-(benzyloxycarbonyl)valine; With 4-methyl-morpholine; isobutyl chloroformate; In dichloromethane; at -30 - -25 ℃; for 1h;

benzyl 2-amino-3-oxo-4-phthalimidobutanoate hydrochloride salt; With 4-methyl-morpholine; In dichloromethane; at -30 - 20 ℃;

DOI:10.1016/j.tet.2009.01.047

Reference yield: 75.7%

(2RS,2'S)-2-{[2'-(benzyloxycarbonylamino)-3'-methylbutanoyl]amino}-3-oxo-4-phthalimidobutanoic acid benzyl ester (1042740-90-8) → C32H29N3O7 (1042740-92-0)

Guidance literature:

With hexachloroethane; triethylamine; triphenylphosphine; In dichloromethane; at 20 ℃; for 336h;

DOI:10.1002/ejoc.200701153

Reference yield: 63.0%

(2RS,2'S)-2-{[2'-(benzyloxycarbonylamino)-3'-methylbutanoyl]amino}-3-oxo-4-phthalimidobutanoic acid benzyl ester (1042740-90-8) + methylamine (74-89-5) → (1'S)-4-(benzyloxycarbonyl)-2-[1'-(benzyloxycarbonylamino)-2'-methylpropyl]-1-methyl-5-(phthalimidomethyl)-1H-imidazole (1140525-88-7) + C33H34N4O7 (1140525-90-1)

Guidance literature:

With trifluoroacetic acid; In 5,5-dimethyl-1,3-cyclohexadiene; ethanol; for 4h; Reflux;

DOI:10.1016/j.tet.2009.01.047

upstream raw materials:

(S)-N-(benzyloxycarbonyl)valine

Downstream raw materials:

C₃₂H₂₉N₃O₇

(1'S)-4-(benzyloxycarbonyl)-2-[1'-(benzyloxycarbonylamino)-2'-methylpropyl]-5-(phthalimidomethyl)-1H-imidazole

C₃₂H₃₂N₄O₇

(1'S)-4-(benzyloxycarbonyl)-2-[1'-(benzyloxycarbonylamino)-2'-methylpropyl]-1-methyl-5-(phthalimidomethyl)-1H-imidazole

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