2-[(5S,6R)-5-[(tert-butyldimethylsilyl)oxy]-6-hydroxycyclohex-1-en-1-yl]ethyl acetate

Base Information

Chemical Name:2-[(5S,6R)-5-[(tert-butyldimethylsilyl)oxy]-6-hydroxycyclohex-1-en-1-yl]ethyl acetate
CAS No.:1610613-26-7
Molecular Formula:C₁₆H₃₀O₄Si
Molecular Weight:314.497
Hs Code.:

Synonyms:2-[(5S,6R)-5-[(tert-butyldimethylsilyl)oxy]-6-hydroxycyclohex-1-en-1-yl]ethyl acetate

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Chemical Property of 2-[(5S,6R)-5-[(tert-butyldimethylsilyl)oxy]-6-hydroxycyclohex-1-en-1-yl]ethyl acetate

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Technology Process of 2-[(5S,6R)-5-[(tert-butyldimethylsilyl)oxy]-6-hydroxycyclohex-1-en-1-yl]ethyl acetate

There total 3 articles about 2-[(5S,6R)-5-[(tert-butyldimethylsilyl)oxy]-6-hydroxycyclohex-1-en-1-yl]ethyl acetate 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: 94.0%

: 1610613-25-6
2-[(5S,6R)-5,6-dihydroxycyclohex-1-en-1-yl]ethyl acetate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1610613-26-7
2-[(5S,6R)-5-[(tert-butyldimethylsilyl)oxy]-6-hydroxycyclohex-1-en-1-yl]ethyl acetate

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere; Schlenk technique;
DOI:10.1021/jacs.9b05033

Reference yield:

: 2-[(5S,6R)-5,6-dihydroxycyclohexa-1,3-dien-1-yl]ethyl acetate

: 1610613-26-7
2-[(5S,6R)-5-[(tert-butyldimethylsilyl)oxy]-6-hydroxycyclohex-1-en-1-yl]ethyl acetate

Guidance literature:: Multi-step reaction with 2 steps

1: potassium diazodicarboxylate; acetic acid / methanol / 0.75 h / 0 °C

2: 1H-imidazole / N,N-dimethyl-formamide / 0.5 h / 20 °C

With 1H-imidazole; potassium diazodicarboxylate; acetic acid; In methanol; N,N-dimethyl-formamide;
DOI:10.1002/adsc.201400016

Reference yield:

: 103-45-7
acetic acid phenethyl ester

: 1610613-26-7
2-[(5S,6R)-5-[(tert-butyldimethylsilyl)oxy]-6-hydroxycyclohex-1-en-1-yl]ethyl acetate

Guidance literature:: Multi-step reaction with 3 steps

1: toluene dioxygenase overexpressed in Eschericia coli JM₁₀₉ / Enzymatic reaction

2: potassium diazodicarboxylate; acetic acid / methanol / 0.75 h / 0 °C

3: 1H-imidazole / N,N-dimethyl-formamide / 0.5 h / 20 °C

With 1H-imidazole; toluene dioxygenase overexpressed in Eschericia coli JM₁₀₉; potassium diazodicarboxylate; acetic acid; In methanol; N,N-dimethyl-formamide;
DOI:10.1002/adsc.201400016