methyl (3R,4R,5R)-3,5-di[(tert-butyldimethylsilyl)oxy]-4-hydroxycyclohex-1-enecarboxylate

Base Information

Chemical Name:methyl (3R,4R,5R)-3,5-di[(tert-butyldimethylsilyl)oxy]-4-hydroxycyclohex-1-enecarboxylate
CAS No.:1101867-34-8
Molecular Formula:C₂₀H₄₀O₅Si₂
Molecular Weight:416.706
Hs Code.:

Synonyms:methyl (3R,4R,5R)-3,5-di[(tert-butyldimethylsilyl)oxy]-4-hydroxycyclohex-1-enecarboxylate

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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,4R,5R)-3,5-di[(tert-butyldimethylsilyl)oxy]-4-hydroxycyclohex-1-enecarboxylate

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Technology Process of methyl (3R,4R,5R)-3,5-di[(tert-butyldimethylsilyl)oxy]-4-hydroxycyclohex-1-enecarboxylate

There total 1 articles about methyl (3R,4R,5R)-3,5-di[(tert-butyldimethylsilyl)oxy]-4-hydroxycyclohex-1-enecarboxylate 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: 85.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 897014-96-9
(-)-methyl 4-epi-shikimate

: 1101867-34-8
methyl (3R,4R,5R)-3,5-di[(tert-butyldimethylsilyl)oxy]-4-hydroxycyclohex-1-enecarboxylate

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

Reference yield: 81.0%

: 1101867-34-8
methyl (3R,4R,5R)-3,5-di[(tert-butyldimethylsilyl)oxy]-4-hydroxycyclohex-1-enecarboxylate

: 1101867-35-9
(3R,4R,5R)-3,5-di[(tert-butyldimethylsilyl)oxy]-4-hydroxy-1-hydroxymethylcyclohex-1-ene

Guidance literature:: methyl (3R,4R,5R)-3,5-di[(tert-butyldimethylsilyl)oxy]-4-hydroxycyclohex-1-enecarboxylate; With diisobutylaluminium hydride; In diethyl ether; at -78 ℃; for 2h;

With water; Rochelle's salt; In diethyl ether; at -78 - 20 ℃;
DOI:10.1016/j.bmc.2008.10.053

Reference yield: 73.0%

: 1101867-34-8
methyl (3R,4R,5R)-3,5-di[(tert-butyldimethylsilyl)oxy]-4-hydroxycyclohex-1-enecarboxylate

: 89031-84-5
3-(tert-butyldimethylsilyloxy)propyl bromide

: C₂₉H₆₀O₆Si₃

Guidance literature:: methyl (3R,4R,5R)-3,5-di[(tert-butyldimethylsilyl)oxy]-4-hydroxycyclohex-1-enecarboxylate; With potassium tert-butylate; In N,N-dimethyl-formamide; for 0.5h; Cooling with ice;

3-(tert-butyldimethylsilyloxy)propyl bromide; In N,N-dimethyl-formamide; for 12h; Heating;