(E)-(2S,6R,8S)-8-{(R)-3-[(R)-2-[((S)-2-Amino-propionyl)-methyl-amino]-3-(2-bromo-1H-indol-3-yl)-propionylamino]-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionyloxy}-2,4,6-trimethyl-non-4-enoic acid

Base Information

Chemical Name:(E)-(2S,6R,8S)-8-{(R)-3-[(R)-2-[((S)-2-Amino-propionyl)-methyl-amino]-3-(2-bromo-1H-indol-3-yl)-propionylamino]-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionyloxy}-2,4,6-trimethyl-non-4-enoic acid
CAS No.:1027424-38-9
Molecular Formula:C₄₂H₆₁BrN₄O₇Si
Molecular Weight:841.958
Hs Code.:

(E)-(2S,6R,8S)-8-{(R)-3-[(R)-2-[((S)-2-Amino-propionyl)-methyl-amino]-3-(2-bromo-1H-indol-3-yl)-propionylamino]-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionyloxy}-2,4,6-trimethyl-non-4-enoic acid

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Chemical Property of (E)-(2S,6R,8S)-8-{(R)-3-[(R)-2-[((S)-2-Amino-propionyl)-methyl-amino]-3-(2-bromo-1H-indol-3-yl)-propionylamino]-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionyloxy}-2,4,6-trimethyl-non-4-enoic acid

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Technology Process of (E)-(2S,6R,8S)-8-{(R)-3-[(R)-2-[((S)-2-Amino-propionyl)-methyl-amino]-3-(2-bromo-1H-indol-3-yl)-propionylamino]-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionyloxy}-2,4,6-trimethyl-non-4-enoic acid

There total 15 articles about (E)-(2S,6R,8S)-8-{(R)-3-[(R)-2-[((S)-2-Amino-propionyl)-methyl-amino]-3-(2-bromo-1H-indol-3-yl)-propionylamino]-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionyloxy}-2,4,6-trimethyl-non-4-enoic 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:

: (E)-(2S,6R,8S)-8-{(R)-3-{(R)-3-(2-Bromo-1H-indol-3-yl)-2-[((S)-2-tert-butoxycarbonylamino-propionyl)-methyl-amino]-propionylamino}-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionyloxy}-2,4,6-trimethyl-non-4-enoic acid 4-methoxy-benzyl ester

: 1027424-38-9
(E)-(2S,6R,8S)-8-{(R)-3-[(R)-2-[((S)-2-Amino-propionyl)-methyl-amino]-3-(2-bromo-1H-indol-3-yl)-propionylamino]-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionyloxy}-2,4,6-trimethyl-non-4-enoic acid

Guidance literature:: With methoxybenzene; trifluoroacetic acid; at 0 ℃; for 1h;
DOI:10.1016/S0040-4039(00)75846-1

Reference yield:

: 117289-84-6
(E)-(2S,6R,8S)-8-{[tert-butyl(dimethyl)silyl]oxy}-2,4,6-trimethylnon-4-enoic acid

: 1027424-38-9
(E)-(2S,6R,8S)-8-{(R)-3-[(R)-2-[((S)-2-Amino-propionyl)-methyl-amino]-3-(2-bromo-1H-indol-3-yl)-propionylamino]-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionyloxy}-2,4,6-trimethyl-non-4-enoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 85 percent / DCC, DMAP / CH₂Cl₂ / 9 h / Ambient temperature

2: 84 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 16 h / Ambient temperature

3: 86 percent / diethyl azodicarboxylate, triphenylphosphine, formic acid / diethyl ether / 1 h / Ambient temperature

4: 82 percent / diethyl azodicarboxylate, triphenylphosphine / tetrahydrofuran / 24 h / Ambient temperature

5: 1 M anisole, trifluoroacetic acid / 1 h / 0 °C

With dmap; formic acid; tetrabutyl ammonium fluoride; methoxybenzene; dicyclohexyl-carbodiimide; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/S0040-4039(00)75846-1

Reference yield:

: 122747-93-7
(R)-3-{(R)-3-(2-Bromo-1H-indol-3-yl)-2-[((S)-2-tert-butoxycarbonylamino-propionyl)-methyl-amino]-propionylamino}-3-(4-hydroxy-phenyl)-propionic acid methyl ester

: 1027424-38-9
(E)-(2S,6R,8S)-8-{(R)-3-[(R)-2-[((S)-2-Amino-propionyl)-methyl-amino]-3-(2-bromo-1H-indol-3-yl)-propionylamino]-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionyloxy}-2,4,6-trimethyl-non-4-enoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 1 N NaOH / tetrahydrofuran / 12 h / 0 °C

2: 1.) imidazole, 2.) K₂CO₃, H₂O / 1.) DMF, rt., 48 h, 2.) MeOH, rt., 4.5 h

3: 82 percent / diethyl azodicarboxylate, triphenylphosphine / tetrahydrofuran / 24 h / Ambient temperature

4: 1 M anisole, trifluoroacetic acid / 1 h / 0 °C

With 1H-imidazole; sodium hydroxide; water; potassium carbonate; methoxybenzene; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In tetrahydrofuran;
DOI:10.1016/S0040-4039(00)75846-1