(2S,3S,4S)-3-((tert-butyldimethylsilyl)oxy)-4-((4-methoxybenzyl)oxy)-2-methylpentanal

Base Information

Chemical Name:(2S,3S,4S)-3-((tert-butyldimethylsilyl)oxy)-4-((4-methoxybenzyl)oxy)-2-methylpentanal
CAS No.:537032-23-8
Molecular Formula:C₂₀H₃₄O₄Si
Molecular Weight:366.573
Hs Code.:

Synonyms:(2S,3S,4S)-3-((tert-butyldimethylsilyl)oxy)-4-((4-methoxybenzyl)oxy)-2-methylpentanal

Suppliers and Price of (2S,3S,4S)-3-((tert-butyldimethylsilyl)oxy)-4-((4-methoxybenzyl)oxy)-2-methylpentanal

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Chemical Property of (2S,3S,4S)-3-((tert-butyldimethylsilyl)oxy)-4-((4-methoxybenzyl)oxy)-2-methylpentanal

Chemical Property:

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Technology Process of (2S,3S,4S)-3-((tert-butyldimethylsilyl)oxy)-4-((4-methoxybenzyl)oxy)-2-methylpentanal

There total 8 articles about (2S,3S,4S)-3-((tert-butyldimethylsilyl)oxy)-4-((4-methoxybenzyl)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: 96.0%

: (2R,3S,4S)-3-((tert-butyldimethylsilyl)oxy)-4-((4-methoxybenzyl)oxy)-2-methylpentan-1-ol

: 537032-23-8
(2S,3S,4S)-3-((tert-butyldimethylsilyl)oxy)-4-((4-methoxybenzyl)oxy)-2-methylpentanal

Guidance literature:: (2R,3S,4S)-3-((tert-butyldimethylsilyl)oxy)-4-((4-methoxybenzyl)oxy)-2-methylpentan-1-ol; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 1h;

With triethylamine; In dichloromethane; at -78 - -20 ℃; for 2h;
DOI:10.3762/bjoc.14.274

Reference yield:

: 537032-22-7
N-methoxy N-methyl (2S,3S,4S)-3-(tert-butyldimethylsilyloxy)-4-(4-methoxybenzyloxy)-2-methylpentanamide

: 537032-23-8
(2S,3S,4S)-3-((tert-butyldimethylsilyl)oxy)-4-((4-methoxybenzyl)oxy)-2-methylpentanal

Guidance literature:: With diisobutylaluminium hydride; In tetrahydrofuran; methanol;

Reference yield:

: (S)-4-benzyl-3-((2S,3S,4S)-3-hydroxy-4-((4-methoxybenzyl)oxy)-2-methylpentanoyl)oxazolidin-2-one

: 537032-23-8
(2S,3S,4S)-3-((tert-butyldimethylsilyl)oxy)-4-((4-methoxybenzyl)oxy)-2-methylpentanal

Guidance literature:: Multi-step reaction with 3 steps

1.1: 2,6-dimethylpyridine / dichloromethane / 22 h / 0 - 25 °C

2.1: lithium borohydride; water / diethyl ether; tetrahydrofuran / 3.17 h / 0 - 25 °C

3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C

3.2: 2 h / -78 - -20 °C

With 2,6-dimethylpyridine; lithium borohydride; oxalyl dichloride; water; dimethyl sulfoxide; In tetrahydrofuran; diethyl ether; dichloromethane; 3.1: |Swern Oxidation / 3.2: |Swern Oxidation;
DOI:10.3762/bjoc.14.274