methyl (3R,4S)-4,5-bis(benzyloxy)-3-(tert-butyldiphenylsilyloxymethyl)-3-hydroxypentanoate

Base Information

Chemical Name:methyl (3R,4S)-4,5-bis(benzyloxy)-3-(tert-butyldiphenylsilyloxymethyl)-3-hydroxypentanoate
CAS No.:370593-10-5
Molecular Formula:C₃₇H₄₄O₆Si
Molecular Weight:612.838
Hs Code.:

Synonyms:methyl (3R,4S)-4,5-bis(benzyloxy)-3-(tert-butyldiphenylsilyloxymethyl)-3-hydroxypentanoate

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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 methyl (3R,4S)-4,5-bis(benzyloxy)-3-(tert-butyldiphenylsilyloxymethyl)-3-hydroxypentanoate

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Technology Process of methyl (3R,4S)-4,5-bis(benzyloxy)-3-(tert-butyldiphenylsilyloxymethyl)-3-hydroxypentanoate

There total 2 articles about methyl (3R,4S)-4,5-bis(benzyloxy)-3-(tert-butyldiphenylsilyloxymethyl)-3-hydroxypentanoate 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: 80.0%

: 67-56-1
methanol

: 153096-85-6
(2R)-1-O-(tert-butyldiphenylsilyl)-2-[(1S)-1,2-bis(benzyloxy)ethyl]-4-pentene-1,2-diol

: 370593-10-5
methyl (3R,4S)-4,5-bis(benzyloxy)-3-(tert-butyldiphenylsilyloxymethyl)-3-hydroxypentanoate

Guidance literature:: With sodium hydroxide; ozone; In dichloromethane; at -78 ℃; for 0.5h;
DOI:10.1016/S0957-4166(01)00262-2

Reference yield:

: 153096-71-0
(S)-3,4-Bis-benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-butan-2-one

: 370593-10-5
methyl (3R,4S)-4,5-bis(benzyloxy)-3-(tert-butyldiphenylsilyloxymethyl)-3-hydroxypentanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / SnCl₄; molecular sieves (4 Angstroem) / CH₂Cl₂ / 6 h / -78 - -40 °C

2: 80 percent / ozone; NaOH / CH₂Cl₂ / 0.5 h / -78 °C

With sodium hydroxide; 4 A molecular sieve; tin(IV) chloride; ozone; In dichloromethane;
DOI:10.1016/S0957-4166(01)00262-2