benzyl-carbamic acid (Z)-(1R,5R)-5-(tert-butyl-dimethyl-silanyloxy)-1-[(1S,2S)-2-(tert-butyl-dimethyl-silanyloxy)-4-(3,4-dimethoxy-benzyloxy)-1-methyl-butyl]-7-(tert-butyl-diphenyl-silanyloxy)-hept-3-enyl ester

Base Information

• Chemical Name: benzyl-carbamic acid (Z)-(1R,5R)-5-(tert-butyl-dimethyl-silanyloxy)-1-[(1S,2S)-2-(tert-butyl-dimethyl-silanyloxy)-4-(3,4-dimethoxy-benzyloxy)-1-methyl-butyl]-7-(tert-butyl-diphenyl-silanyloxy)-hept-3-enyl ester
• CAS No.: 928621-22-1
• Molecular Formula: C₅₇H₈₇NO₈Si₃
• Molecular Weight: 998.576

Synonyms:benzyl-carbamic acid (Z)-(1R,5R)-5-(tert-butyl-dimethyl-silanyloxy)-1-[(1S,2S)-2-(tert-butyl-dimethyl-silanyloxy)-4-(3,4-dimethoxy-benzyloxy)-1-methyl-butyl]-7-(tert-butyl-diphenyl-silanyloxy)-hept-3-enyl ester

Chemical Property of benzyl-carbamic acid (Z)-(1R,5R)-5-(tert-butyl-dimethyl-silanyloxy)-1-[(1S,2S)-2-(tert-butyl-dimethyl-silanyloxy)-4-(3,4-dimethoxy-benzyloxy)-1-methyl-butyl]-7-(tert-butyl-diphenyl-silanyloxy)-hept-3-enyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl-carbamic acid (Z)-(1R,5R)-5-(tert-butyl-dimethyl-silanyloxy)-1-[(1S,2S)-2-(tert-butyl-dimethyl-silanyloxy)-4-(3,4-dimethoxy-benzyloxy)-1-methyl-butyl]-7-(tert-butyl-diphenyl-silanyloxy)-hept-3-enyl ester

There total 4 articles about benzyl-carbamic acid (Z)-(1R,5R)-5-(tert-butyl-dimethyl-silanyloxy)-1-[(1S,2S)-2-(tert-butyl-dimethyl-silanyloxy)-4-(3,4-dimethoxy-benzyloxy)-1-methyl-butyl]-7-(tert-butyl-diphenyl-silanyloxy)-hept-3-enyl 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: 85.0%

(Z)-(3S,4S,9R)-3,9-bis-(tert-butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-1-(3,4-dimethoxy-benzyloxy)-4-methyl-undec-7-en-5-ol + benzyl isothiocyanate (3173-56-6) → benzyl-carbamic acid (Z)-(1S,5R)-5-(tert-butyl-dimethyl-silanyloxy)-1-[(1S,2S)-2-(tert-butyl-dimethyl-silanyloxy)-4-(3,4-dimethoxy-benzyloxy)-1-methyl-butyl]-7-(tert-butyl-diphenyl-silanyloxy)-hept-3-enyl ester + benzyl-carbamic acid (Z)-(1R,5R)-5-(tert-butyl-dimethyl-silanyloxy)-1-[(1S,2S)-2-(tert-butyl-dimethyl-silanyloxy)-4-(3,4-dimethoxy-benzyloxy)-1-methyl-butyl]-7-(tert-butyl-diphenyl-silanyloxy)-hept-3-enyl ester (928621-22-1)

Guidance literature:

In toluene; at 115 ℃; for 24h;

DOI:10.1021/ol0629869

Reference yield:

(3R,4S)-1-(tert-butyl-diphenyl-silanyloxy)-4-(4,4,5,5-tetraphenyl-[1,3,2]dioxaborolan-2-yl)hex-5-en-3-ol (928621-18-5) → benzyl-carbamic acid (Z)-(1R,5R)-5-(tert-butyl-dimethyl-silanyloxy)-1-[(1S,2S)-2-(tert-butyl-dimethyl-silanyloxy)-4-(3,4-dimethoxy-benzyloxy)-1-methyl-butyl]-7-(tert-butyl-diphenyl-silanyloxy)-hept-3-enyl ester (928621-22-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / 2,6-lutidine / CH₂Cl₂ / -78 - 0 °C

2: 77 percent / CH₂Cl₂ / 72 h / -78 - 23 °C

3: 85 percent / toluene / 24 h / 115 °C

With 2,6-dimethylpyridine; In dichloromethane; toluene;

DOI:10.1021/ol0629869

Reference yield:

t-butyldimethylsiyl triflate (69739-34-0) → benzyl-carbamic acid (Z)-(1R,5R)-5-(tert-butyl-dimethyl-silanyloxy)-1-[(1S,2S)-2-(tert-butyl-dimethyl-silanyloxy)-4-(3,4-dimethoxy-benzyloxy)-1-methyl-butyl]-7-(tert-butyl-diphenyl-silanyloxy)-hept-3-enyl ester (928621-22-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / 2,6-lutidine / CH₂Cl₂ / -78 - 0 °C

2: 77 percent / CH₂Cl₂ / 72 h / -78 - 23 °C

3: 85 percent / toluene / 24 h / 115 °C

With 2,6-dimethylpyridine; In dichloromethane; toluene;

DOI:10.1021/ol0629869

upstream raw materials:

benzyl isothiocyanate

(3R,4S)-1-(tert-butyl-diphenyl-silanyloxy)-4-(4,4,5,5-tetraphenyl-[1,3,2]dioxaborolan-2-yl)hex-5-en-3-ol

2-[(1S,2R)-2-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-1-vinyl-butyl]-4,4,5,5-tetraphenyl-[1,3,2]dioxaborolane

t-butyldimethylsiyl triflate

Downstream raw materials:

(3S,4S)-3-(tert-butyl-dimethyl-silanyloxy)-4-{(4R,6S)-6-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-butyl]-2-oxo-[1,3]dioxan-4-yl}-pentanal

(4S,6R)-4-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-butyl]-6-[(1S,2S)-2-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-1-methyl-butyl]-[1,3]dioxan-2-one

(2E,4E,6E,8E)-(11S,12S,13R,15S,17R)-11,17-bis-(tert-butyl-dimethyl-silanyloxy)-19-(tert-butyl-diphenyl-silanyloxy)-13,15-dihydroxy-12-methyl-nonadeca-2,4,6,8-tetraenoic acid methyl ester

(4S,6R)-4-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-butyl]-6-[(1S,2S)-2-(tert-butyl-dimethyl-silanyloxy)-4-(3,4-dimethoxy-benzyloxy)-1-methyl-butyl]-[1,3]dioxan-2-one

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