methyl (3S,4R,5R)3,4-diacetoxy-5-(tert-butyldimethyl)silyloxy-1-cyclohexenecarboxylate

Base Information

Chemical Name:methyl (3S,4R,5R)3,4-diacetoxy-5-(tert-butyldimethyl)silyloxy-1-cyclohexenecarboxylate
CAS No.:91839-85-9
Molecular Formula:C₁₈H₃₀O₇Si
Molecular Weight:386.518
Hs Code.:

Synonyms:methyl (3S,4R,5R)3,4-diacetoxy-5-(tert-butyldimethyl)silyloxy-1-cyclohexenecarboxylate

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Chemical Property of methyl (3S,4R,5R)3,4-diacetoxy-5-(tert-butyldimethyl)silyloxy-1-cyclohexenecarboxylate

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Technology Process of methyl (3S,4R,5R)3,4-diacetoxy-5-(tert-butyldimethyl)silyloxy-1-cyclohexenecarboxylate

There total 2 articles about methyl (3S,4R,5R)3,4-diacetoxy-5-(tert-butyldimethyl)silyloxy-1-cyclohexenecarboxylate 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: 38.0%

: methyl (3R*,4S*,5S*)3,4-diacetoxy-5-(tert-butyldimethyl)silyloxy-1-cyclohexenecarboxylate

: 1257516-66-7
C₁₆H₂₈O₆Si

: 91839-85-9
methyl (3S,4R,5R)3,4-diacetoxy-5-(tert-butyldimethyl)silyloxy-1-cyclohexenecarboxylate

Guidance literature:: With Candida antarctica lipase B (Novozym 435); In Cyclopentanol; at 65 ℃; for 24h; optical yield given as %ee; enantioselective reaction; Resolution of racemate; Enzymatic reaction;
DOI:10.1016/j.molcatb.2010.07.009

Reference yield:

: 108-24-7
acetic anhydride

: 88400-33-3,88424-81-1
(4R,5R)-4-Acetoxy-5-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-cyclohex-1-enecarboxylic acid methyl ester

: 88400-36-6
(3R,4R,5R)-3,4-Diacetoxy-5-(tert-butyl-dimethyl-silanyloxy)-cyclohex-1-enecarboxylic acid methyl ester

: 91839-85-9
methyl (3S,4R,5R)3,4-diacetoxy-5-(tert-butyldimethyl)silyloxy-1-cyclohexenecarboxylate

Guidance literature:: With dmap; In diethyl ether;

Reference yield: 89.0%

: 91839-85-9
methyl (3S,4R,5R)3,4-diacetoxy-5-(tert-butyldimethyl)silyloxy-1-cyclohexenecarboxylate

: 1257516-73-6
methyl (1R,2S,3S,4R,5R)-3,4-diacetoxy-5-(tert-butyldimethyl)silyloxy-1,2-dihydroxy-cyclohexanecarboxylate

Guidance literature:: With potassium osmate(VI) dihydrate; water; 4-methylmorpholine N-oxide; In tert-butyl alcohol; at 40 ℃; for 2h; diastereoselective reaction;
DOI:10.1016/j.molcatb.2010.07.009