(3S,4S)-methyl 3-(allyldimethylsilyloxy)-2-bromo-4-(tert-butyldiphenylsilyloxy)-2-methylpentanoate

Base Information

• Chemical Name: (3S,4S)-methyl 3-(allyldimethylsilyloxy)-2-bromo-4-(tert-butyldiphenylsilyloxy)-2-methylpentanoate
• CAS No.: 1173259-33-0
• Molecular Formula: C₂₈H₄₁BrO₄Si₂
• Molecular Weight: 577.706
• Mol file: 1173259-33-0.mol

Synonyms:(3S,4S)-methyl 3-(allyldimethylsilyloxy)-2-bromo-4-(tert-butyldiphenylsilyloxy)-2-methylpentanoate

Chemical Property of (3S,4S)-methyl 3-(allyldimethylsilyloxy)-2-bromo-4-(tert-butyldiphenylsilyloxy)-2-methylpentanoate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of (3S,4S)-methyl 3-(allyldimethylsilyloxy)-2-bromo-4-(tert-butyldiphenylsilyloxy)-2-methylpentanoate

There total 1 articles about (3S,4S)-methyl 3-(allyldimethylsilyloxy)-2-bromo-4-(tert-butyldiphenylsilyloxy)-2-methylpentanoate 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: 65.0%

Allylchlorodimethylsilane (4028-23-3) + (3S,4S)-methyl 2-bromo-4-(tert-butyldiphenylsilyloxy)-3-hydroxy-2-methylpentanoate → (3S,4S)-methyl 3-(allyldimethylsilyloxy)-2-bromo-4-(tert-butyldiphenylsilyloxy)-2-methylpentanoate (1173259-33-0)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/ol901126y

Reference yield: 66.0%

(3S,4S)-methyl 3-(allyldimethylsilyloxy)-2-bromo-4-(tert-butyldiphenylsilyloxy)-2-methylpentanoate (1173259-33-0) → (R)-methyl 2-((1R,2S)-2-(tert-butyldiphenylsilyloxy)-1-hydroxypropyl)-2-methylpent-4-enoate (1173258-95-1)

Guidance literature:

(3S,4S)-methyl 3-(allyldimethylsilyloxy)-2-bromo-4-(tert-butyldiphenylsilyloxy)-2-methylpentanoate; With air; triethyl borane; In toluene; at 0 ℃;

With air; pyridinium p-toluenesulfonate; In methanol; at 20 ℃; for 0.5h; optical yield given as %de; diastereospecific reaction;

DOI:10.1021/ol901126y

upstream raw materials:

Allylchlorodimethylsilane

Downstream raw materials:

(R)-methyl 2-((1R,2S)-2-(tert-butyldiphenylsilyloxy)-1-hydroxypropyl)-2-methylpent-4-enoate