(2R,3R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-pentan-1-ol

Base Information

• Chemical Name: (2R,3R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-pentan-1-ol
• CAS No.: 135799-65-4
• Molecular Formula: C₁₉H₃₄O₃Si
• Molecular Weight: 338.563
• Mol file: 135799-65-4.mol

Synonyms:(2R,3R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-pentan-1-ol

Chemical Property of (2R,3R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-pentan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-pentan-1-ol

There total 12 articles about (2R,3R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-pentan-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: 95.0%

[(1R,2R)-1-(2-Benzyloxy-ethyl)-2-methyl-3-(tetrahydro-pyran-2-yloxy)-propoxy]-tert-butyl-dimethyl-silane (135799-64-3,135799-80-3) → (2R,3R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-pentan-1-ol (135799-65-4)

Guidance literature:

With 1.3-propanedithiol; boron trifluoride diethyl etherate;

DOI:10.1021/jo00019a003

Reference yield:

C29H41NO5Si (1416567-75-3) → (2R,3R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-pentan-1-ol (135799-65-4)

Guidance literature:

With lithium borohydride; In diethyl ether; at 0 ℃; for 1h;

DOI:10.1016/j.tetlet.2012.09.018

Reference yield:

t-butyldimethylsiyl triflate (69739-34-0) → (2R,3R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-pentan-1-ol (135799-65-4)

Guidance literature:

Multi-step reaction with 4 steps

1: Et₃N

2: DIBAH / CH₂Cl₂

3: NaH / dimethylformamide

4: 95 percent / CH₂(CH₂SH)2, BF₃*Et₂O

With 1.3-propanedithiol; boron trifluoride diethyl etherate; sodium hydride; diisobutylaluminium hydride; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00019a003

upstream raw materials:

[(1R,2R)-1-(2-Benzyloxy-ethyl)-2-methyl-3-(tetrahydro-pyran-2-yloxy)-propoxy]-tert-butyl-dimethyl-silane

t-butyldimethylsiyl triflate

(3R,4R)-4-Methyl-5-(tetrahydro-pyran-2-yloxy)-pentane-1,3-diol

{(2R,3S)-3-[(R)-1-Methyl-2-(tetrahydro-pyran-2-yloxy)-ethyl]-oxiranyl}-methanol

Downstream raw materials:

(28R,29R)-arenamide A

C₃₆H₅₇N₅O₇

C₃₆H₅₉N₅O₈

C₃₆H₅₉N₅O₈