(2S,3R)-5-(benzyloxy)-3-((tert-butyldimethylsilyl)oxy)-2-methylpentanal

Base Information

Chemical Name:(2S,3R)-5-(benzyloxy)-3-((tert-butyldimethylsilyl)oxy)-2-methylpentanal
CAS No.:135799-66-5
Molecular Formula:C₁₉H₃₂O₃Si
Molecular Weight:336.547
Hs Code.:

Synonyms:(2S,3R)-5-(benzyloxy)-3-((tert-butyldimethylsilyl)oxy)-2-methylpentanal

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Chemical Property of (2S,3R)-5-(benzyloxy)-3-((tert-butyldimethylsilyl)oxy)-2-methylpentanal

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Technology Process of (2S,3R)-5-(benzyloxy)-3-((tert-butyldimethylsilyl)oxy)-2-methylpentanal

There total 17 articles about (2S,3R)-5-(benzyloxy)-3-((tert-butyldimethylsilyl)oxy)-2-methylpentanal 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: 94.0%

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

: 135799-66-5
(2S,3R)-5-(benzyloxy)-3-((tert-butyldimethylsilyl)oxy)-2-methylpentanal

Guidance literature:: Swern;
DOI:10.1021/jo00019a003

Reference yield: 91.0%

: (((3R,4R)-1-(benzyloxy)-4-methylhex-5-en-3-yl)oxy)(tert-butyl)dimethylsilane

: (3R,4S)-3-((tert-butyldimethylsilyl)oxy)-4-methyl-5-oxopentyl benzoate

: 135799-66-5
(2S,3R)-5-(benzyloxy)-3-((tert-butyldimethylsilyl)oxy)-2-methylpentanal

Guidance literature:: (((3R,4R)-1-(benzyloxy)-4-methylhex-5-en-3-yl)oxy)(tert-butyl)dimethylsilane; With ozone; In dichloromethane; for 0.666667h; Inert atmosphere;

With triphenylphosphine; In dichloromethane; at 20 ℃; for 3.5h; Inert atmosphere;
DOI:10.1002/chem.201501491

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 135799-66-5
(2S,3R)-5-(benzyloxy)-3-((tert-butyldimethylsilyl)oxy)-2-methylpentanal

Guidance literature:: Multi-step reaction with 5 steps

1: Et₃N

2: DIBAH / CH₂Cl₂

3: NaH / dimethylformamide

4: 95 percent / CH₂(CH₂SH)2, BF₃*Et₂O

5: 94 percent / Swern

With 1.3-propanedithiol; boron trifluoride diethyl etherate; sodium hydride; diisobutylaluminium hydride; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00019a003