(3R,4S,5R)-tert-butyl <6-(tert-butyldiphenylsilyloxy)-4,5-epoxy-3-hydroxy>hexanoate

Base Information

Chemical Name:(3R,4S,5R)-tert-butyl <6-(tert-butyldiphenylsilyloxy)-4,5-epoxy-3-hydroxy>hexanoate
CAS No.:138812-29-0
Molecular Formula:C₂₆H₃₆O₅Si
Molecular Weight:456.654
Hs Code.:

Synonyms:(3R,4S,5R)-tert-butyl <6-(tert-butyldiphenylsilyloxy)-4,5-epoxy-3-hydroxy>hexanoate

Suppliers and Price of (3R,4S,5R)-tert-butyl <6-(tert-butyldiphenylsilyloxy)-4,5-epoxy-3-hydroxy>hexanoate

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Chemical Property of (3R,4S,5R)-tert-butyl <6-(tert-butyldiphenylsilyloxy)-4,5-epoxy-3-hydroxy>hexanoate

Chemical Property:

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Technology Process of (3R,4S,5R)-tert-butyl <6-(tert-butyldiphenylsilyloxy)-4,5-epoxy-3-hydroxy>hexanoate

There total 4 articles about (3R,4S,5R)-tert-butyl <6-(tert-butyldiphenylsilyloxy)-4,5-epoxy-3-hydroxy>hexanoate 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: 75.0%

: 1207973-75-8
lithium tert-butyl acetate

: 76638-09-0
(2R,3S)-2-methyl-3-phenyloxirane-2-carbaldehyde

: 138768-10-2,138875-29-3,141393-67-1
3-Hydroxy-3-((2S,3S)-2-methyl-3-phenyl-oxiranyl)-propionic acid tert-butyl ester

: 138812-29-0
(3R,4S,5R)-tert-butyl <6-(tert-butyldiphenylsilyloxy)-4,5-epoxy-3-hydroxy>hexanoate

Guidance literature:: In diethyl ether; at -78 ℃; for 0.5h; Yields of byproduct given. Title compound not separated from byproducts;
DOI:10.1016/S0040-4039(00)92381-5

Reference yield:

: 1207973-75-8
lithium tert-butyl acetate

: 131484-50-9
(2R,3R)-3-(((tert-butyldiphenylsilyl)oxy)methyl)oxirane-2-carbaldehyde

: 138812-29-0
(3R,4S,5R)-tert-butyl <6-(tert-butyldiphenylsilyloxy)-4,5-epoxy-3-hydroxy>hexanoate

: 138768-09-9
(3S,4S,5R)-tert-butyl <6-(tert-butyldiphenylsilyloxy)-4,5-epoxy-3-hydroxy>hexanoate

Guidance literature:: In diethyl ether; at -78 ℃; for 0.25h;
DOI:10.1016/S0040-4020(01)82375-9

Reference yield:

: 87770-83-0
(Z)-4-((tert-butyldiphenylsilyl)oxy)but-2-en-1-ol

: 138812-29-0
(3R,4S,5R)-tert-butyl <6-(tert-butyldiphenylsilyloxy)-4,5-epoxy-3-hydroxy>hexanoate

Guidance literature:: Multi-step reaction with 3 steps

1: 51 percent / t-BuOOH, Ti(OiPr)4, opt. active diisopropyl tartrate, activated molecular sieves 3 Angstroem / CH₂Cl₂ / 36 h / -20 °C

2: 85 percent / pyridine sulfur trioxide complex, DMSO, NEt₃ / CH₂Cl₂ / 0.5 h

3: 145 mg / diethyl ether / 0.25 h / -78 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; D-diisopropyl tartrate; 3 A molecular sieve; sulfur trioxide pyridine complex; dimethyl sulfoxide; triethylamine; In diethyl ether; dichloromethane;
DOI:10.1016/S0040-4020(01)82375-9