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

Base Information

Chemical Name:(2E,7E)-(S)-5-((S)-2-{(R)-3-[(R)-2-tert-Butoxycarbonylamino-3-(4-methoxy-phenyl)-propionylamino]-2-methyl-propionyloxy}-4-methyl-pentanoyloxy)-6-oxo-8-phenyl-octa-2,7-dienoic acid tert-butyl ester
CAS No.:181656-40-6
Molecular Formula:C₄₃H₅₈N₂O₁₁
Molecular Weight:778.94
Hs Code.:

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

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

Chemical Property:

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

There total 7 articles about (2E,7E)-(S)-5-((S)-2-{(R)-3-[(R)-2-tert-Butoxycarbonylamino-3-(4-methoxy-phenyl)-propionylamino]-2-methyl-propionyloxy}-4-methyl-pentanoyloxy)-6-oxo-8-phenyl-octa-2,7-dienoic 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:

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

: 181656-40-6
(2E,7E)-(S)-5-((S)-2-{(R)-3-[(R)-2-tert-Butoxycarbonylamino-3-(4-methoxy-phenyl)-propionylamino]-2-methyl-propionyloxy}-4-methyl-pentanoyloxy)-6-oxo-8-phenyl-octa-2,7-dienoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 45 percent / p-toluenesulfonic acid / benzene / 1.5 h / 50 °C

2: 1.) p-toluenesulfonic acid, 2.) LiAlH₄ / 1.) Et₂O, 0 deg C (30 min), room temp. (1 h), 2.) Et₂O, room temp., 24 h

3: 1.) (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, DMSO, -78 deg C, 20 min, 2.) CH₂Cl₂, DMSO, 0 deg C, 15 min

4: 73 percent / aq. AcOH / 1 h / Ambient temperature

5: 1.) trichlorobenzoyl chloride, Et₃N, 2.) Et₃N, DMAP / 1.) THF, room temp., 3 h, 2.) toluene, room temp., 1 h

With dmap; lithium aluminium tetrahydride; oxalyl dichloride; trichlorobenzoyl chloride; toluene-4-sulfonic acid; acetic acid; triethylamine; In benzene;
DOI:10.1021/jo960816b

Reference yield:

: 4440-01-1
lithium phenylacetylide

: 181656-40-6
(2E,7E)-(S)-5-((S)-2-{(R)-3-[(R)-2-tert-Butoxycarbonylamino-3-(4-methoxy-phenyl)-propionylamino]-2-methyl-propionyloxy}-4-methyl-pentanoyloxy)-6-oxo-8-phenyl-octa-2,7-dienoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 2.) NaBH₄ / 1.) THF, -78 deg C, 35 min, 2.) THF, EtOH, -78 deg C , 15 min

2: 45 percent / p-toluenesulfonic acid / benzene / 1.5 h / 50 °C

3: 1.) p-toluenesulfonic acid, 2.) LiAlH₄ / 1.) Et₂O, 0 deg C (30 min), room temp. (1 h), 2.) Et₂O, room temp., 24 h

4: 1.) (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, DMSO, -78 deg C, 20 min, 2.) CH₂Cl₂, DMSO, 0 deg C, 15 min

5: 73 percent / aq. AcOH / 1 h / Ambient temperature

6: 1.) trichlorobenzoyl chloride, Et₃N, 2.) Et₃N, DMAP / 1.) THF, room temp., 3 h, 2.) toluene, room temp., 1 h

With dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; oxalyl dichloride; trichlorobenzoyl chloride; toluene-4-sulfonic acid; acetic acid; triethylamine; In benzene;
DOI:10.1021/jo960816b

Reference yield:

: (E)-(S)-3-(2-Ethoxy-ethoxy)-6-phenyl-hex-5-ene-1,4-diol

: 181656-40-6
(2E,7E)-(S)-5-((S)-2-{(R)-3-[(R)-2-tert-Butoxycarbonylamino-3-(4-methoxy-phenyl)-propionylamino]-2-methyl-propionyloxy}-4-methyl-pentanoyloxy)-6-oxo-8-phenyl-octa-2,7-dienoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, DMSO, -78 deg C, 20 min, 2.) CH₂Cl₂, DMSO, 0 deg C, 15 min

2: 73 percent / aq. AcOH / 1 h / Ambient temperature

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

With dmap; oxalyl dichloride; trichlorobenzoyl chloride; acetic acid; triethylamine;
DOI:10.1021/jo960816b