(S)-3-[(2S,3R,4R,5S)-5-((S)-2-Benzyloxycarbonylamino-pentanoylamino)-2,3,4,6-tetrahydroxy-hexanoylamino]-3-phenyl-propionic acid benzhydryl ester

Base Information

Chemical Name:(S)-3-[(2S,3R,4R,5S)-5-((S)-2-Benzyloxycarbonylamino-pentanoylamino)-2,3,4,6-tetrahydroxy-hexanoylamino]-3-phenyl-propionic acid benzhydryl ester
CAS No.:1054668-31-3
Molecular Formula:C₄₁H₄₇N₃O₁₀
Molecular Weight:741.838
Hs Code.:

(S)-3-[(2S,3R,4R,5S)-5-((S)-2-Benzyloxycarbonylamino-pentanoylamino)-2,3,4,6-tetrahydroxy-hexanoylamino]-3-phenyl-propionic acid benzhydryl ester

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Chemical Property of (S)-3-[(2S,3R,4R,5S)-5-((S)-2-Benzyloxycarbonylamino-pentanoylamino)-2,3,4,6-tetrahydroxy-hexanoylamino]-3-phenyl-propionic acid benzhydryl ester

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Technology Process of (S)-3-[(2S,3R,4R,5S)-5-((S)-2-Benzyloxycarbonylamino-pentanoylamino)-2,3,4,6-tetrahydroxy-hexanoylamino]-3-phenyl-propionic acid benzhydryl ester

There total 3 articles about (S)-3-[(2S,3R,4R,5S)-5-((S)-2-Benzyloxycarbonylamino-pentanoylamino)-2,3,4,6-tetrahydroxy-hexanoylamino]-3-phenyl-propionic acid benzhydryl 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:

: 21691-44-1
Z-L-norvaline

: N-[(2S,3R,4R,5S)-5-amino-2,3,4,6-tetrahydroxyhexanoyl]-β-D-phenylalanine diphenylmethyl ester hydrochloride

: 1054668-31-3
(S)-3-[(2S,3R,4R,5S)-5-((S)-2-Benzyloxycarbonylamino-pentanoylamino)-2,3,4,6-tetrahydroxy-hexanoylamino]-3-phenyl-propionic acid benzhydryl ester

Guidance literature:: Z-L-norvaline; With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide; In acetonitrile; at 20 ℃; for 3h;

N-[(2S,3R,4R,5S)-5-amino-2,3,4,6-tetrahydroxyhexanoyl]-β-D-phenylalanine diphenylmethyl ester hydrochloride; With triethylamine; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.7164/antibiotics.55.322

Reference yield:

: 908093-98-1
diazodiphenylmethane

: 1054668-31-3
(S)-3-[(2S,3R,4R,5S)-5-((S)-2-Benzyloxycarbonylamino-pentanoylamino)-2,3,4,6-tetrahydroxy-hexanoylamino]-3-phenyl-propionic acid benzhydryl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 97 percent / methanol / 4 h / 20 °C

2.1: HOSu; DCC / acetonitrile / 3 h / 20 °C

2.2: Et₃N / dimethylformamide / 20 °C

With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide; In methanol; acetonitrile;
DOI:10.7164/antibiotics.55.322

Reference yield:

: (2S,3R,4R,5S)-5-amino-2,3,4,6-tetrahydroxyhexanoyl-β-D-phenylalanine hydrochloride

: 1054668-31-3
(S)-3-[(2S,3R,4R,5S)-5-((S)-2-Benzyloxycarbonylamino-pentanoylamino)-2,3,4,6-tetrahydroxy-hexanoylamino]-3-phenyl-propionic acid benzhydryl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 97 percent / methanol / 4 h / 20 °C

2.1: HOSu; DCC / acetonitrile / 3 h / 20 °C

2.2: Et₃N / dimethylformamide / 20 °C

With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide; In methanol; acetonitrile;
DOI:10.7164/antibiotics.55.322