(S)-2-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-2-methyl-butyrylamino]-3-phenyl-propionic acid

Base Information

• Chemical Name: (S)-2-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-2-methyl-butyrylamino]-3-phenyl-propionic acid
• CAS No.: 857478-50-3
• Molecular Formula: C₂₉H₃₀N₂O₅
• Molecular Weight: 486.568

Synonyms:(S)-2-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-2-methyl-butyrylamino]-3-phenyl-propionic acid

Chemical Property of (S)-2-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-2-methyl-butyrylamino]-3-phenyl-propionic acid

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of (S)-2-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-2-methyl-butyrylamino]-3-phenyl-propionic acid

There total 4 articles about (S)-2-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-2-methyl-butyrylamino]-3-phenyl-propionic 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: 88.0%

(S)-2-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-2-methyl-butyrylamino]-3-phenyl-propionic acid benzyl ester (857478-33-2) → (S)-2-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-2-methyl-butyrylamino]-3-phenyl-propionic acid (857478-50-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 6h; under 760 Torr;

DOI:10.1021/ol050991r

Reference yield:

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-isovaline (857478-30-9) → (S)-2-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-2-methyl-butyrylamino]-3-phenyl-propionic acid (857478-50-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / HOBt; EDCI; i-Pr₂NEt / CH₂Cl₂ / 24 h

2: 88 percent / H₂ / Pd/C / methanol / 6 h / 760 Torr

With hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1021/ol050991r

Reference yield:

L-Phenylalanine benzyl ester (962-39-0) → (S)-2-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-2-methyl-butyrylamino]-3-phenyl-propionic acid (857478-50-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / HOBt; EDCI; i-Pr₂NEt / CH₂Cl₂ / 24 h

2: 88 percent / H₂ / Pd/C / methanol / 6 h / 760 Torr

With hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1021/ol050991r

upstream raw materials:

(S)-2-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-2-methyl-butyrylamino]-3-phenyl-propionic acid benzyl ester

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-isovaline

L-Phenylalanine benzyl ester

Downstream raw materials:

(2R,4S)-1-((S)-2-{(S)-2-[(2S,9R)-2-tert-Butoxycarbonylamino-9-(tert-butyl-diphenyl-silanyloxy)-8-oxo-decanoylamino]-2-methyl-butyrylamino}-3-phenyl-propionyl)-4-methyl-pyrrolidine-2-carboxylic acid pentafluorophenyl ester

(2R,4S)-1-((S)-2-{(S)-2-[(2S,9R)-2-tert-Butoxycarbonylamino-9-(tert-butyl-diphenyl-silanyloxy)-8-oxo-decanoylamino]-2-methyl-butyrylamino}-3-phenyl-propionyl)-4-methyl-pyrrolidine-2-carboxylic acid benzyl ester

(2S,5S,8S,11S,13aR)-5-Benzyl-11-[(R)-7-(tert-butyl-diphenyl-silanyloxy)-6-oxo-octyl]-8-ethyl-2,8-dimethyl-decahydro-3a,6,9,12-tetraaza-cyclopentacyclododecene-4,7,10,13-tetraone

(2R,4S)-1-{(S)-2-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-2-methyl-butyrylamino]-3-phenyl-propionyl}-4-methyl-pyrrolidine-2-carboxylic acid benzyl ester

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