Formic acid (1S,3S,4R)-5-benzyloxy-1-[(S)-2-((1R,3R,4R)-4-benzyloxy-3-methoxy-cyclohexyl)-2-iodo-1-methyl-ethyl]-3-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentyl ester

Base Information

• Chemical Name: Formic acid (1S,3S,4R)-5-benzyloxy-1-[(S)-2-((1R,3R,4R)-4-benzyloxy-3-methoxy-cyclohexyl)-2-iodo-1-methyl-ethyl]-3-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentyl ester
• CAS No.: 1027944-26-8
• Molecular Formula: C₃₇H₅₇IO₆Si
• Molecular Weight: 752.846

Synonyms:Formic acid (1S,3S,4R)-5-benzyloxy-1-[(S)-2-((1R,3R,4R)-4-benzyloxy-3-methoxy-cyclohexyl)-2-iodo-1-methyl-ethyl]-3-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentyl ester

Chemical Property of Formic acid (1S,3S,4R)-5-benzyloxy-1-[(S)-2-((1R,3R,4R)-4-benzyloxy-3-methoxy-cyclohexyl)-2-iodo-1-methyl-ethyl]-3-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentyl ester

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Technology Process of Formic acid (1S,3S,4R)-5-benzyloxy-1-[(S)-2-((1R,3R,4R)-4-benzyloxy-3-methoxy-cyclohexyl)-2-iodo-1-methyl-ethyl]-3-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentyl ester

There total 4 articles about Formic acid (1S,3S,4R)-5-benzyloxy-1-[(S)-2-((1R,3R,4R)-4-benzyloxy-3-methoxy-cyclohexyl)-2-iodo-1-methyl-ethyl]-3-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentyl 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:

(4R,5S)-5-[(2S,3R)-4-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyl]-3-((1R,3R,4R)-4-benzyloxy-3-methoxy-cyclohexyl)-4-methyl-tetrahydro-furan-2-ol (1027462-18-5) → Formic acid (1S,3S,4R)-5-benzyloxy-1-[(S)-2-((1R,3R,4R)-4-benzyloxy-3-methoxy-cyclohexyl)-2-iodo-1-methyl-ethyl]-3-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentyl ester (1027944-26-8)

Guidance literature:

With [bis(acetoxy)iodo]benzene; In cyclohexane; Yield given; Irradiation;

DOI:10.1016/S0040-4039(00)60597-X

Reference yield:

(3R,4S,6S,7R)-8-Benzyloxy-2-((1S,4R,5R)-4-benzyloxy-5-methoxy-cyclohex-2-enyl)-4,6-bis-(tert-butyl-dimethyl-silanyloxy)-3,7-dimethyl-octanoic acid (135708-87-1,135818-58-5) → Formic acid (1S,3S,4R)-5-benzyloxy-1-[(S)-2-((1R,3R,4R)-4-benzyloxy-3-methoxy-cyclohexyl)-2-iodo-1-methyl-ethyl]-3-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentyl ester (1027944-26-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 70 percent / oxalyl chloride, DMAP / CH₂Cl₂

2: TsNHNH₂ / 1,2-dimethoxy-ethane / 90 °C

3: DIBAL / toluene / -78 °C

4: PhI(OAc)2 / cyclohexane / Irradiation

With dmap; oxalyl dichloride; [bis(acetoxy)iodo]benzene; diisobutylaluminium hydride; toluene-4-sulfonic acid hydrazide; In 1,2-dimethoxyethane; dichloromethane; cyclohexane; toluene;

DOI:10.1016/S0040-4039(00)60597-X

Reference yield:

(4R,5S)-5-[(2S,3R)-4-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyl]-3-((1S,4R,5R)-4-benzyloxy-5-methoxy-cyclohex-2-enyl)-4-methyl-dihydro-furan-2-one (135708-88-2,135818-59-6,151062-51-0) → Formic acid (1S,3S,4R)-5-benzyloxy-1-[(S)-2-((1R,3R,4R)-4-benzyloxy-3-methoxy-cyclohexyl)-2-iodo-1-methyl-ethyl]-3-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentyl ester (1027944-26-8)

Guidance literature:

Multi-step reaction with 3 steps

1: TsNHNH₂ / 1,2-dimethoxy-ethane / 90 °C

2: DIBAL / toluene / -78 °C

3: PhI(OAc)2 / cyclohexane / Irradiation

With [bis(acetoxy)iodo]benzene; diisobutylaluminium hydride; toluene-4-sulfonic acid hydrazide; In 1,2-dimethoxyethane; cyclohexane; toluene;

DOI:10.1016/S0040-4039(00)60597-X

upstream raw materials:

(4R,5S)-5-[(2S,3R)-4-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyl]-3-((1R,3R,4R)-4-benzyloxy-3-methoxy-cyclohexyl)-4-methyl-tetrahydro-furan-2-ol

(4R,5S)-5-[(2S,3R)-4-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyl]-3-((1S,4R,5R)-4-benzyloxy-5-methoxy-cyclohex-2-enyl)-4-methyl-dihydro-furan-2-one

(3R,4S,6S,7R)-8-Benzyloxy-2-((1S,4R,5R)-4-benzyloxy-5-methoxy-cyclohex-2-enyl)-4,6-bis-(tert-butyl-dimethyl-silanyloxy)-3,7-dimethyl-octanoic acid

Downstream raw materials:

(E)-(4R,5S,7S,8R)-5-(tert-Butyl-dimethyl-silanyloxy)-9-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-2,4,8-trimethyl-non-2-ene-1,7-diol

(E)-(4R,5S,7S,8R)-5-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-9-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-2,4,8-trimethyl-non-2-enal

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