(3S,4S)-4-nitrobenzyl 3-(tert-butyldimethylsilyloxy)-4-methyl octanoate

Base Information

Chemical Name:(3S,4S)-4-nitrobenzyl 3-(tert-butyldimethylsilyloxy)-4-methyl octanoate
CAS No.:872369-25-0
Molecular Formula:C₂₂H₃₇NO₅Si
Molecular Weight:423.625
Hs Code.:

Synonyms:(3S,4S)-4-nitrobenzyl 3-(tert-butyldimethylsilyloxy)-4-methyl octanoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3S,4S)-4-nitrobenzyl 3-(tert-butyldimethylsilyloxy)-4-methyl octanoate

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Technology Process of (3S,4S)-4-nitrobenzyl 3-(tert-butyldimethylsilyloxy)-4-methyl octanoate

There total 10 articles about (3S,4S)-4-nitrobenzyl 3-(tert-butyldimethylsilyloxy)-4-methyl octanoate 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: 66.0%

: 3-(tert-butyl-dimethyl-silanyloxy)-4-methyl-octanoic acid

: 100-11-8
1-bromomethyl-4-nitro-benzene

: 872369-25-0
(3S,4S)-4-nitrobenzyl 3-(tert-butyldimethylsilyloxy)-4-methyl octanoate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 7h;
DOI:10.1016/j.tetlet.2005.09.188

Reference yield:

: 619-73-8
4-nitrobenzyl chloride

: 872369-20-5
C₁₅H₃₂O₃Si

: 872369-25-0
(3S,4S)-4-nitrobenzyl 3-(tert-butyldimethylsilyloxy)-4-methyl octanoate

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 3h; Inert atmosphere;
DOI:10.1016/j.tetasy.2014.01.004

Reference yield:

: 872369-19-2
(3S,4S)-3-(tert-butyldimethylsilyloxy)-4-methyloctan-1-ol

: 872369-25-0
(3S,4S)-4-nitrobenzyl 3-(tert-butyldimethylsilyloxy)-4-methyl octanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / NaIO₄ / RuCl₃ / CCl₄; acetonitrile; H₂O / 2 h / 20 °C

2: 66 percent / DIPEA / dimethylformamide / 7 h / 20 °C

With sodium periodate; N-ethyl-N,N-diisopropylamine; ruthenium trichloride; In tetrachloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.tetlet.2005.09.188