(E)-(S)-5-((S)-2-{(S)-3-[(R)-2-tert-Butoxycarbonylamino-3-(4-methoxy-phenyl)-propionylamino]-2-methyl-propionyloxy}-4-methyl-pentanoyloxy)-6-oxo-8-phenyl-oct-2-en-7-ynoic acid tert-butyl ester

Base Information

Chemical Name:(E)-(S)-5-((S)-2-{(S)-3-[(R)-2-tert-Butoxycarbonylamino-3-(4-methoxy-phenyl)-propionylamino]-2-methyl-propionyloxy}-4-methyl-pentanoyloxy)-6-oxo-8-phenyl-oct-2-en-7-ynoic acid tert-butyl ester
CAS No.:178977-46-3
Molecular Formula:C₄₃H₅₆N₂O₁₁
Molecular Weight:776.924
Hs Code.:

(E)-(S)-5-((S)-2-{(S)-3-[(R)-2-tert-Butoxycarbonylamino-3-(4-methoxy-phenyl)-propionylamino]-2-methyl-propionyloxy}-4-methyl-pentanoyloxy)-6-oxo-8-phenyl-oct-2-en-7-ynoic acid tert-butyl ester

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Chemical Property of (E)-(S)-5-((S)-2-{(S)-3-[(R)-2-tert-Butoxycarbonylamino-3-(4-methoxy-phenyl)-propionylamino]-2-methyl-propionyloxy}-4-methyl-pentanoyloxy)-6-oxo-8-phenyl-oct-2-en-7-ynoic acid tert-butyl ester

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Technology Process of (E)-(S)-5-((S)-2-{(S)-3-[(R)-2-tert-Butoxycarbonylamino-3-(4-methoxy-phenyl)-propionylamino]-2-methyl-propionyloxy}-4-methyl-pentanoyloxy)-6-oxo-8-phenyl-oct-2-en-7-ynoic acid tert-butyl ester

There total 8 articles about (E)-(S)-5-((S)-2-{(S)-3-[(R)-2-tert-Butoxycarbonylamino-3-(4-methoxy-phenyl)-propionylamino]-2-methyl-propionyloxy}-4-methyl-pentanoyloxy)-6-oxo-8-phenyl-oct-2-en-7-ynoic acid tert-butyl 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:

: 68856-96-2
N-(tert-butoxycarbonyl)-O-methyl-D-tyrosine

: 178977-46-3
(E)-(S)-5-((S)-2-{(S)-3-[(R)-2-tert-Butoxycarbonylamino-3-(4-methoxy-phenyl)-propionylamino]-2-methyl-propionyloxy}-4-methyl-pentanoyloxy)-6-oxo-8-phenyl-oct-2-en-7-ynoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: DCC, N-hydroxysuccinimide, triethylamine / 1,2-dimethoxy-ethane / 0 - 20 °C

2: 1.) EDCI, N-hydroxysuccinimide, 2.) dimethylaminopyridine / 1.) DME, CH₂Cl₂, 2.) acetonitrile, room temperature

3: 1.) trichlorobenzoyl chloride, Et₃N, 2.) DMAP, Et₃N / 1.) THF, room temperature, 2.) toluene, room temperature

With dmap; 1-hydroxy-pyrrolidine-2,5-dione; trichlorobenzoyl chloride; triethylamine; dicyclohexyl-carbodiimide; In 1,2-dimethoxyethane;
DOI:10.1016/0960-894X(96)00182-5

Reference yield:

: 536-74-3
phenylacetylene

: 178977-46-3
(E)-(S)-5-((S)-2-{(S)-3-[(R)-2-tert-Butoxycarbonylamino-3-(4-methoxy-phenyl)-propionylamino]-2-methyl-propionyloxy}-4-methyl-pentanoyloxy)-6-oxo-8-phenyl-oct-2-en-7-ynoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) BuLi, 2.) NaBH₄ / 1.) THF, -78 deg C, 2.) EtOH

2: p-toluenesulfonic acid / benzene / 50 °C

3: 1.) p-toluenesulfonic acid, 2.) DIBAL-H / 1.) THF, 0 deg C to room temperature, 2.) toluene, -78 deg C

4: 2.) (COCl)2, DMSO, Et₃N / 1.) THF, 50 deg C, 2.) CH₂Cl₂, -78 deg C to 0 deg C

5: 70 percent / acetic acid, water / Ambient temperature

6: 1.) trichlorobenzoyl chloride, Et₃N, 2.) DMAP, Et₃N / 1.) THF, room temperature, 2.) toluene, room temperature

With dmap; sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; trichlorobenzoyl chloride; water; diisobutylaluminium hydride; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; triethylamine; In benzene;
DOI:10.1016/0960-894X(96)00182-5

Reference yield:

: (3S)-3,4-dihydroxy-6-phenylhex-5-ynoic acid

: 178977-46-3
(E)-(S)-5-((S)-2-{(S)-3-[(R)-2-tert-Butoxycarbonylamino-3-(4-methoxy-phenyl)-propionylamino]-2-methyl-propionyloxy}-4-methyl-pentanoyloxy)-6-oxo-8-phenyl-oct-2-en-7-ynoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: p-toluenesulfonic acid / benzene / 50 °C

2: 1.) p-toluenesulfonic acid, 2.) DIBAL-H / 1.) THF, 0 deg C to room temperature, 2.) toluene, -78 deg C

3: 2.) (COCl)2, DMSO, Et₃N / 1.) THF, 50 deg C, 2.) CH₂Cl₂, -78 deg C to 0 deg C

4: 70 percent / acetic acid, water / Ambient temperature

5: 1.) trichlorobenzoyl chloride, Et₃N, 2.) DMAP, Et₃N / 1.) THF, room temperature, 2.) toluene, room temperature

With dmap; oxalyl dichloride; trichlorobenzoyl chloride; water; diisobutylaluminium hydride; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; triethylamine; In benzene;
DOI:10.1016/0960-894X(96)00182-5