(1S,4S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-4,6-dimethyl-1-[3-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-heptan-1-ol

Base Information

• Chemical Name: (1S,4S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-4,6-dimethyl-1-[3-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-heptan-1-ol
• CAS No.: 132969-67-6
• Molecular Formula: C₃₅H₆₀O₆Si₂
• Molecular Weight: 633.029
• Mol file: 132969-67-6.mol

Synonyms:

Chemical Property of (1S,4S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-4,6-dimethyl-1-[3-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-heptan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,4S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-4,6-dimethyl-1-[3-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-heptan-1-ol

There total 7 articles about (1S,4S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-4,6-dimethyl-1-[3-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-heptan-1-ol 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:

(2S,3R,4S)-5-[(4-methoxybenzyl)oxy]-2,4-dimethylpentane-1,3-diol (133007-95-1) → (1S,4S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-4,6-dimethyl-1-[3-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-heptan-1-ol (132969-67-6)

Guidance literature:

Multi-step reaction with 5 steps

1: Et₃N / CH₂Cl₂

2: NaI / acetone

3: 2,6-lutidine

4: 2) pH 4 buffer / 1) THF, HMPA 2) 4h, 25 deg C

5: 1) R-oxazaborolidine 21, BH₃*THF 2) H₂O

With 2,6-dimethylpyridine; borane-THF; pH 4 buffer; R-oxazaborolidine 21; water; triethylamine; sodium iodide; In dichloromethane; acetone;

DOI:10.1016/S0040-4039(00)97305-2

Reference yield:

methyl (2R,3S,4S)-2,4-dimethyl-3-hydroxy-5-(4-methoxybenzyloxy)pentanoate (496035-49-5) → (1S,4S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-4,6-dimethyl-1-[3-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-heptan-1-ol (132969-67-6)

Guidance literature:

Multi-step reaction with 6 steps

1: DIBAl-H

2: Et₃N / CH₂Cl₂

3: NaI / acetone

4: 2,6-lutidine

5: 2) pH 4 buffer / 1) THF, HMPA 2) 4h, 25 deg C

6: 1) R-oxazaborolidine 21, BH₃*THF 2) H₂O

With 2,6-dimethylpyridine; borane-THF; pH 4 buffer; R-oxazaborolidine 21; water; diisobutylaluminium hydride; triethylamine; sodium iodide; In dichloromethane; acetone;

DOI:10.1016/S0040-4039(00)97305-2

Reference yield:

Methanesulfonic acid (2S,3S,4S)-3-hydroxy-5-(4-methoxy-benzyloxy)-2,4-dimethyl-pentyl ester → (1S,4S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-4,6-dimethyl-1-[3-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-heptan-1-ol (132969-67-6)

Guidance literature:

Multi-step reaction with 4 steps

1: NaI / acetone

2: 2,6-lutidine

3: 2) pH 4 buffer / 1) THF, HMPA 2) 4h, 25 deg C

4: 1) R-oxazaborolidine 21, BH₃*THF 2) H₂O

With 2,6-dimethylpyridine; borane-THF; pH 4 buffer; R-oxazaborolidine 21; water; sodium iodide; In acetone;

DOI:10.1016/S0040-4039(00)97305-2

upstream raw materials:

(4S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-4,6-dimethyl-1-[3-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-heptan-1-one

t-butyldimethylsiyl triflate

(2S,3R,4S)-5-[(4-methoxybenzyl)oxy]-2,4-dimethylpentane-1,3-diol

methyl (2R,3S,4S)-2,4-dimethyl-3-hydroxy-5-(4-methoxybenzyloxy)pentanoate

Downstream raw materials:

(2R,8S,9R,10S,13S)-9-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-13-methoxy-1-(4-methoxy-benzyloxy)-2,4,4,8,10-pentamethyl-13-[3-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-tridecan-5-one

(2R,3R,4S,7S)-3-(tert-Butyl-dimethyl-silanyloxy)-7-methoxy-2,4-dimethyl-7-[3-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-heptanal

(2S,3R,4S,7S)-3-(tert-Butyl-dimethyl-silanyloxy)-7-methoxy-2,4-dimethyl-7-[3-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-heptan-1-ol