(2S,4S)-6-(tert-butyldiphenylsilanyloxy)-2,4-dimethylhexan-1-ol

Base Information

• Chemical Name: (2S,4S)-6-(tert-butyldiphenylsilanyloxy)-2,4-dimethylhexan-1-ol
• CAS No.: 866923-96-8
• Molecular Formula: C₂₄H₃₆O₂Si
• Molecular Weight: 384.634
• Mol file: 866923-96-8.mol

Synonyms:(2S,4S)-6-(tert-butyldiphenylsilanyloxy)-2,4-dimethylhexan-1-ol

Chemical Property of (2S,4S)-6-(tert-butyldiphenylsilanyloxy)-2,4-dimethylhexan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of (2S,4S)-6-(tert-butyldiphenylsilanyloxy)-2,4-dimethylhexan-1-ol

There total 2 articles about (2S,4S)-6-(tert-butyldiphenylsilanyloxy)-2,4-dimethylhexan-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: 90.0%

(2S,4S)-6-(tert-butyldiphenylsilanyloxy)-2,4-dimethylhexanoic acid N-[(1R,2R)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylamide (866923-95-7) → (2S,4S)-6-(tert-butyldiphenylsilanyloxy)-2,4-dimethylhexan-1-ol (866923-96-8)

Guidance literature:

With n-butyllithium; borane-ammonia complex; diisopropylamine; In tetrahydrofuran; hexane; at 0 - 23 ℃;

DOI:10.1021/ol051785m

Reference yield:

(3R)-4-iodo-3-methyl-1-butyl tert-butyldiphenylsilyl ether (275804-95-0) → (2S,4S)-6-(tert-butyldiphenylsilanyloxy)-2,4-dimethylhexan-1-ol (866923-96-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / n-BuLi; LiCl; N,N-diisopropylamine / tetrahydrofuran; hexane / 0 - 23 °C

2: 90 percent / n-BuLi; BH₃*NH₃; N,N-diisopropylamine / tetrahydrofuran; hexane / 0 - 23 °C

With n-butyllithium; borane-ammonia complex; diisopropylamine; lithium chloride; In tetrahydrofuran; hexane;

DOI:10.1021/ol051785m

Reference yield: 80.0%

(2S,4S)-6-(tert-butyldiphenylsilanyloxy)-2,4-dimethylhexan-1-ol (866923-96-8) → (2S,4S)-6-(tert-butyldiphenylsilanyloxy)-2,4-dimethylhexanal (866923-88-8)

Guidance literature:

With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 23 ℃; for 0.5h;

DOI:10.1021/ol051785m

upstream raw materials:

(2S,4S)-6-(tert-butyldiphenylsilanyloxy)-2,4-dimethylhexanoic acid N-[(1R,2R)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylamide

(3R)-4-iodo-3-methyl-1-butyl tert-butyldiphenylsilyl ether

Downstream raw materials:

(2S,4S)-6-(tert-butyldiphenylsilanyloxy)-2,4-dimethylhexanal