(2E,4E)-(S)-6-[(R)-2-(Adamantan-2-yloxycarbonylamino)-3-(1H-indol-3-yl)-2-methyl-propionylamino]-7-phenyl-hepta-2,4-dienoic acid methyl ester

Base Information

Chemical Name:(2E,4E)-(S)-6-[(R)-2-(Adamantan-2-yloxycarbonylamino)-3-(1H-indol-3-yl)-2-methyl-propionylamino]-7-phenyl-hepta-2,4-dienoic acid methyl ester
CAS No.:148809-81-8
Molecular Formula:C₃₇H₄₃N₃O₅
Molecular Weight:609.766
Hs Code.:

Synonyms:(2E,4E)-(S)-6-[(R)-2-(Adamantan-2-yloxycarbonylamino)-3-(1H-indol-3-yl)-2-methyl-propionylamino]-7-phenyl-hepta-2,4-dienoic acid methyl ester

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Chemical Property of (2E,4E)-(S)-6-[(R)-2-(Adamantan-2-yloxycarbonylamino)-3-(1H-indol-3-yl)-2-methyl-propionylamino]-7-phenyl-hepta-2,4-dienoic acid methyl ester

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Technology Process of (2E,4E)-(S)-6-[(R)-2-(Adamantan-2-yloxycarbonylamino)-3-(1H-indol-3-yl)-2-methyl-propionylamino]-7-phenyl-hepta-2,4-dienoic acid methyl ester

There total 1 articles about (2E,4E)-(S)-6-[(R)-2-(Adamantan-2-yloxycarbonylamino)-3-(1H-indol-3-yl)-2-methyl-propionylamino]-7-phenyl-hepta-2,4-dienoic acid methyl 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:

: 130406-40-5
N-[(2-adamantyloxy)-carbonyl]-α-methyl-R-tryptophane

: methyl -6-amino-7-phenyl-2,4-heptadienoate trifluoroacetate

: 148809-81-8
(2E,4E)-(S)-6-[(R)-2-(Adamantan-2-yloxycarbonylamino)-3-(1H-indol-3-yl)-2-methyl-propionylamino]-7-phenyl-hepta-2,4-dienoic acid methyl ester

Guidance literature:: With dmap; 1-hydroxybenzotriazol-hydrate; triethylamine; dicyclohexyl-carbodiimide; Yield given. Multistep reaction; 1.) EtOAc, RT, 1 h, 2.) EtOAc, RT, 72 h;
DOI:10.1016/0223-5234(93)90078-S

Reference yield: 64.0%

: 148809-81-8
(2E,4E)-(S)-6-[(R)-2-(Adamantan-2-yloxycarbonylamino)-3-(1H-indol-3-yl)-2-methyl-propionylamino]-7-phenyl-hepta-2,4-dienoic acid methyl ester

: methyl -ε-<<3-(1H-indol-3-yl)-2-methyl-1-oxo-2-<<(tricyclo<3.3.1.1^3,7>dec-2-yloxy)carbonyl>amino>propyl>amino>benzeneheptanoate

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; at 30 ℃; for 6.5h; under 2585.7 Torr;
DOI:10.1016/0223-5234(93)90078-S

Reference yield:

: 148809-81-8
(2E,4E)-(S)-6-[(R)-2-(Adamantan-2-yloxycarbonylamino)-3-(1H-indol-3-yl)-2-methyl-propionylamino]-7-phenyl-hepta-2,4-dienoic acid methyl ester

: -ε-<<3-(1H-indol-3-yl)-2-methyl-1-oxo-2-<<(tricyclo<3.3.1.1^3,7>dec-2-yloxy)carbonyl>amino>propyl>amino>benzeneheptanoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 64 percent / H₂ / 10percent Pd/C / ethanol / 6.5 h / 30 °C / 2585.7 Torr

2: 38 percent / aq. LiOH / tetrahydrofuran / 25 h / 0 - 20 °C

With lithium hydroxide; hydrogen; palladium on activated charcoal; In tetrahydrofuran; ethanol;
DOI:10.1016/0223-5234(93)90078-S