(2S,3R)-2-Benzyl-3-((3R,4S)-4-{[(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyryl]-methyl-amino}-3-hydroxy-5-phenyl-pentanoyloxy)-decanoic acid

Base Information

• Chemical Name: (2S,3R)-2-Benzyl-3-((3R,4S)-4-{[(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyryl]-methyl-amino}-3-hydroxy-5-phenyl-pentanoyloxy)-decanoic acid
• CAS No.: 395072-87-4
• Molecular Formula: C₄₉H₆₀N₂O₈
• Molecular Weight: 805.024
• Mol file: 395072-87-4.mol

Synonyms:

Chemical Property of (2S,3R)-2-Benzyl-3-((3R,4S)-4-{[(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyryl]-methyl-amino}-3-hydroxy-5-phenyl-pentanoyloxy)-decanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R)-2-Benzyl-3-((3R,4S)-4-{[(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyryl]-methyl-amino}-3-hydroxy-5-phenyl-pentanoyloxy)-decanoic acid

There total 1 articles about (2S,3R)-2-Benzyl-3-((3R,4S)-4-{[(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyryl]-methyl-amino}-3-hydroxy-5-phenyl-pentanoyloxy)-decanoic acid 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:

Fmoc-Val-OH (68858-20-8) + Wang resin, ester with (2S,3R)-2-methyl-3-{(3R,,4S))-4-(N-methylamino)-3-(methoxymethoxy)-5-phenylpentanoyloxy}decanoic acid → (2S,3R)-2-Benzyl-3-((3R,4S)-4-{[(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyryl]-methyl-amino}-3-hydroxy-5-phenyl-pentanoyloxy)-decanoic acid (395072-87-4)

Guidance literature:

Fmoc-Val-OH; Wang resin, ester with (2S,3R)-2-methyl-3-{(3R,,4S))-4-(N-methylamino)-3-(methoxymethoxy)-5-phenylpentanoyloxy}decanoic acid; With N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In dichloromethane; at 20 ℃; for 12h;

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1016/S0040-4020(01)00903-6

Reference yield:

(2S,3R)-2-Benzyl-3-((3R,4S)-4-{[(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyryl]-methyl-amino}-3-hydroxy-5-phenyl-pentanoyloxy)-decanoic acid (395072-87-4) → (2S,3R)-3-{(3R,4S)-4-[((S)-2-Amino-3-methyl-butyryl)-methyl-amino]-3-hydroxy-5-phenyl-pentanoyloxy}-2-benzyl-decanoic acid

Guidance literature:

With diethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 2.16667h;

DOI:10.1016/S0040-4020(01)00903-6

Reference yield:

(2S,3R)-2-Benzyl-3-((3R,4S)-4-{[(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyryl]-methyl-amino}-3-hydroxy-5-phenyl-pentanoyloxy)-decanoic acid (395072-87-4) → (2R,3S,6S,9S,10R)-3,9-dibenzyl-2-heptyl-10-hydroxy-6-isopropyl-8-methyl-1-oxa-5,8-diazacyclododecane-4,7,12-trione

Guidance literature:

Multi-step reaction with 2 steps

1: Et₂NH / tetrahydrofuran / 2.17 h / 0 - 20 °C

2: 0.013 g / TBTU; HOBt; DIEA / dimethylformamide / 14 h / 20 °C

With benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; diethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)00903-6

upstream raw materials:

Fmoc-Val-OH