(2R,3S,4S)-5-(tert-butyldimethylsiloxy)-3-(4-methoxybenzyloxy)-2,4-dimethylpentanal

Base Information

• Chemical Name: (2R,3S,4S)-5-(tert-butyldimethylsiloxy)-3-(4-methoxybenzyloxy)-2,4-dimethylpentanal
• CAS No.: 184292-01-1
• Molecular Formula: C₂₁H₃₆O₄Si
• Molecular Weight: 380.6

Synonyms:(2R,3S,4S)-5-(tert-butyldimethylsiloxy)-3-(4-methoxybenzyloxy)-2,4-dimethylpentanal

Chemical Property of (2R,3S,4S)-5-(tert-butyldimethylsiloxy)-3-(4-methoxybenzyloxy)-2,4-dimethylpentanal

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Technology Process of (2R,3S,4S)-5-(tert-butyldimethylsiloxy)-3-(4-methoxybenzyloxy)-2,4-dimethylpentanal

There total 13 articles about (2R,3S,4S)-5-(tert-butyldimethylsiloxy)-3-(4-methoxybenzyloxy)-2,4-dimethylpentanal 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: 86.0%

ethyl (2R,3S,4S)-5-(tert-butyldimethylsiloxy)-3-(4-methoxybenzyloxy)-2,4-dimethylpentanoate (475143-05-6) → (2R,3S,4S)-5-(tert-butyldimethylsiloxy)-3-(4-methoxybenzyloxy)-2,4-dimethylpentanal (184292-01-1)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 3h;

DOI:10.1016/S0040-4039(02)01373-4

Reference yield: 85.0%

(2S,3R,4S)-5-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-pentan-1-ol (625109-65-1) → (2R,3S,4S)-5-(tert-butyldimethylsiloxy)-3-(4-methoxybenzyloxy)-2,4-dimethylpentanal (184292-01-1)

Guidance literature:

DOI:10.1021/jo034901c

Reference yield: 65.0%

ethyl (2R,3S,4S)-5-(tert-butyldimethylsiloxy)-3-(4-methoxybenzyloxy)-2,4-dimethylpentanoate (475143-05-6) → (2R,3S,4S)-5-(tert-butyldimethylsiloxy)-3-(4-methoxybenzyloxy)-2,4-dimethylpentanal (184292-01-1) + (2S,3R,4S)-5-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-pentan-1-ol (625109-65-1)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 ℃; for 2h;

DOI:10.1021/jo034901c

upstream raw materials:

tert-Butyl-[(2S,3R,4S)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-hex-5-enyloxy]-dimethyl-silane

ethyl (2R,3S,4S)-5-(tert-butyldimethylsiloxy)-3-(4-methoxybenzyloxy)-2,4-dimethylpentanoate

(2S,3R,4S)-5-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-pentan-1-ol

O-(4-methoxybenzyl)-trichloroacetimidate

Downstream raw materials:

(2R,3S,4S,5S,6S)-7-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-5-(4-methoxy-benzyloxy)-2,4,6-trimethyl-heptanoic acid ethyl ester

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