benzyl 2-((5R,6S)-5-(tert-butyldimethylsilyloxy)-6-hydroxycyclohex-1-enyl)ethylcarbamate

Base Information

Chemical Name:benzyl 2-((5R,6S)-5-(tert-butyldimethylsilyloxy)-6-hydroxycyclohex-1-enyl)ethylcarbamate
CAS No.:1201905-42-1
Molecular Formula:C₂₂H₃₅NO₄Si
Molecular Weight:405.61
Hs Code.:

Synonyms:benzyl 2-((5R,6S)-5-(tert-butyldimethylsilyloxy)-6-hydroxycyclohex-1-enyl)ethylcarbamate

Suppliers and Price of benzyl 2-((5R,6S)-5-(tert-butyldimethylsilyloxy)-6-hydroxycyclohex-1-enyl)ethylcarbamate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of benzyl 2-((5R,6S)-5-(tert-butyldimethylsilyloxy)-6-hydroxycyclohex-1-enyl)ethylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of benzyl 2-((5R,6S)-5-(tert-butyldimethylsilyloxy)-6-hydroxycyclohex-1-enyl)ethylcarbamate

There total 6 articles about benzyl 2-((5R,6S)-5-(tert-butyldimethylsilyloxy)-6-hydroxycyclohex-1-enyl)ethylcarbamate 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: 84.0%

: 1201905-41-0
(1R,6R)-6-(tert-butyldimethylsilyloxy)-2-iodocyclohex-2-enol

: [2-(9-bora-bicyclo[3.3.1]non-9-yl)-ethyl]-carbamic acid benzyl ester

: 1201905-42-1
benzyl 2-((5R,6S)-5-(tert-butyldimethylsilyloxy)-6-hydroxycyclohex-1-enyl)ethylcarbamate

Guidance literature:: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1002/asia.201000458

Reference yield:

: 930-68-7
cyclohexenone

: 1201905-42-1
benzyl 2-((5R,6S)-5-(tert-butyldimethylsilyloxy)-6-hydroxycyclohex-1-enyl)ethylcarbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: toluene / 4 h / Reflux

2.1: dmap; iodine / pyridine; tetrachloromethane / 1 h / 0 - 20 °C

3.1: lipase AK / tetrahydrofuran; water / 6 h / 20 °C / pH 7.41 / aq. phosphate buffer; Enzymatic reaction

3.2: 0.5 h / 0 °C

4.1: sodium tetrahydroborate; cerium(III) chloride heptahydrate / methanol / 0 °C

5.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium hydroxide / tetrahydrofuran; water / 1 h / 20 °C / Inert atmosphere

With dmap; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium tetrahydroborate; cerium(III) chloride heptahydrate; iodine; sodium hydroxide; In tetrahydrofuran; pyridine; methanol; tetrachloromethane; water; toluene; 4.1: Luche reduction / 5.1: Suzuki-Miyaura coupling;
DOI:10.1002/asia.201000458

Reference yield:

: 1201905-37-4
3-iodo-2-oxocyclohex-3-enyl acetate

: 1201905-42-1
benzyl 2-((5R,6S)-5-(tert-butyldimethylsilyloxy)-6-hydroxycyclohex-1-enyl)ethylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: lipase AK / tetrahydrofuran; water / 6 h / 20 °C / pH 7.41 / aq. phosphate buffer; Enzymatic reaction

1.2: 0.5 h / 0 °C

2.1: sodium tetrahydroborate; cerium(III) chloride heptahydrate / methanol / 0 °C

3.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium hydroxide / tetrahydrofuran; water / 1 h / 20 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium tetrahydroborate; cerium(III) chloride heptahydrate; sodium hydroxide; In tetrahydrofuran; methanol; water; 2.1: Luche reduction / 3.1: Suzuki-Miyaura coupling;
DOI:10.1002/asia.201000458