(S)-2-[(S)-2-({(S)-2-[(E)-(2S,6R,8S)-8-(tert-Butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-non-4-enoylamino]-propionyl}-methyl-amino)-3-(4-hydroxy-3-iodo-phenyl)-propionylamino]-propionic acid methyl ester

Base Information

Chemical Name:(S)-2-[(S)-2-({(S)-2-[(E)-(2S,6R,8S)-8-(tert-Butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-non-4-enoylamino]-propionyl}-methyl-amino)-3-(4-hydroxy-3-iodo-phenyl)-propionylamino]-propionic acid methyl ester
CAS No.:119326-50-0
Molecular Formula:C₃₅H₅₈IN₃O₇Si
Molecular Weight:787.851
Hs Code.:

(S)-2-[(S)-2-({(S)-2-[(E)-(2S,6R,8S)-8-(tert-Butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-non-4-enoylamino]-propionyl}-methyl-amino)-3-(4-hydroxy-3-iodo-phenyl)-propionylamino]-propionic acid methyl ester

Synonyms:(S)-2-[(S)-2-({(S)-2-[(E)-(2S,6R,8S)-8-(tert-Butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-non-4-enoylamino]-propionyl}-methyl-amino)-3-(4-hydroxy-3-iodo-phenyl)-propionylamino]-propionic acid methyl ester

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Chemical Property of (S)-2-[(S)-2-({(S)-2-[(E)-(2S,6R,8S)-8-(tert-Butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-non-4-enoylamino]-propionyl}-methyl-amino)-3-(4-hydroxy-3-iodo-phenyl)-propionylamino]-propionic acid methyl ester

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Technology Process of (S)-2-[(S)-2-({(S)-2-[(E)-(2S,6R,8S)-8-(tert-Butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-non-4-enoylamino]-propionyl}-methyl-amino)-3-(4-hydroxy-3-iodo-phenyl)-propionylamino]-propionic acid methyl ester

There total 19 articles about (S)-2-[(S)-2-({(S)-2-[(E)-(2S,6R,8S)-8-(tert-Butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-non-4-enoylamino]-propionyl}-methyl-amino)-3-(4-hydroxy-3-iodo-phenyl)-propionylamino]-propionic 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: 57.0%

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

: 119326-49-7
(S)-2-[(R)-2-[((S)-2-Amino-propionyl)-methyl-amino]-3-(4-hydroxy-3-iodo-phenyl)-propionylamino]-propionic acid methyl ester

: 119326-50-0
(S)-2-[(S)-2-({(S)-2-[(E)-(2S,6R,8S)-8-(tert-Butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-non-4-enoylamino]-propionyl}-methyl-amino)-3-(4-hydroxy-3-iodo-phenyl)-propionylamino]-propionic acid methyl ester

Guidance literature:: With diphenyl phosphoryl azide; triethylamine; In N,N-dimethyl-formamide; at 0 - 25 ℃;
DOI:10.1021/jo00265a003

Reference yield:

: 82190-18-9
(S)-(-)-γ-methyl-α-methylene-γ-butyrolactone

: 119326-50-0
(S)-2-[(S)-2-({(S)-2-[(E)-(2S,6R,8S)-8-(tert-Butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-non-4-enoylamino]-propionyl}-methyl-amino)-3-(4-hydroxy-3-iodo-phenyl)-propionylamino]-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 72 percent / H₂ / 10percent Pd/C / ethanol / 25 °C

2: 1.) 2.5 M KOH, 2.) imidazole / 1.) THF, 25 deg C, 2.) DMF, 25 deg C

3: 78 percent / (iBu)2AlH / diethyl ether / 25 °C

4: 75 percent / (COCl)2, Et₃N / dimethylsulfoxide; CH₂Cl₂ / -60 - 25 °C

5: tetrahydrofuran / Heating

6: EtCO₂H / 110 °C

7: 86 percent / LiOH, H₂O / tetrahydrofuran; methanol

8: 57 percent / (PhO)2PON₃, Et₃N / dimethylformamide / 0 - 25 °C

With 1H-imidazole; potassium hydroxide; lithium hydroxide; oxalyl dichloride; diphenyl phosphoryl azide; water; hydrogen; diisobutylaluminium hydride; propionic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jo00265a003

Reference yield:

: 19041-15-7
(S)-γ-valerolactone

: 119326-50-0
(S)-2-[(S)-2-({(S)-2-[(E)-(2S,6R,8S)-8-(tert-Butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-non-4-enoylamino]-propionyl}-methyl-amino)-3-(4-hydroxy-3-iodo-phenyl)-propionylamino]-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

2: 72 percent / H₂ / 10percent Pd/C / ethanol / 25 °C

3: 1.) 2.5 M KOH, 2.) imidazole / 1.) THF, 25 deg C, 2.) DMF, 25 deg C

4: 78 percent / (iBu)2AlH / diethyl ether / 25 °C

5: 75 percent / (COCl)2, Et₃N / dimethylsulfoxide; CH₂Cl₂ / -60 - 25 °C

6: tetrahydrofuran / Heating

7: EtCO₂H / 110 °C

8: 86 percent / LiOH, H₂O / tetrahydrofuran; methanol

9: 57 percent / (PhO)2PON₃, Et₃N / dimethylformamide / 0 - 25 °C

With 1H-imidazole; potassium hydroxide; lithium hydroxide; oxalyl dichloride; diphenyl phosphoryl azide; water; hydrogen; diisobutylaluminium hydride; propionic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jo00265a003