tert-Butyl-[(1R,2R,4S)-2-methoxy-4-((R)-(R)-2-oxiranyl-propyl)-cyclohexyloxy]-dimethyl-silane

Base Information

Chemical Name:tert-Butyl-[(1R,2R,4S)-2-methoxy-4-((R)-(R)-2-oxiranyl-propyl)-cyclohexyloxy]-dimethyl-silane
CAS No.:156414-57-2
Molecular Formula:C₁₈H₃₆O₃Si
Molecular Weight:328.568
Hs Code.:

Synonyms:tert-Butyl-[(1R,2R,4S)-2-methoxy-4-((R)-(R)-2-oxiranyl-propyl)-cyclohexyloxy]-dimethyl-silane

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Chemical Property of tert-Butyl-[(1R,2R,4S)-2-methoxy-4-((R)-(R)-2-oxiranyl-propyl)-cyclohexyloxy]-dimethyl-silane

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Technology Process of tert-Butyl-[(1R,2R,4S)-2-methoxy-4-((R)-(R)-2-oxiranyl-propyl)-cyclohexyloxy]-dimethyl-silane

There total 15 articles about tert-Butyl-[(1R,2R,4S)-2-methoxy-4-((R)-(R)-2-oxiranyl-propyl)-cyclohexyloxy]-dimethyl-silane 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: 86.0%

: Thiocarbonic acid O-{(1R,2R)-1-[(1R,3R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-2-(R)-oxiranyl-propyl} ester O-phenyl ester

: 156414-57-2
tert-Butyl-[(1R,2R,4S)-2-methoxy-4-((R)-(R)-2-oxiranyl-propyl)-cyclohexyloxy]-dimethyl-silane

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 0.5h; Inert atmosphere; Reflux;
DOI:10.1002/chem.200801656

Reference yield: 60.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 186449-19-4
(1R,2R,4S)-2-Methoxy-4-((R)-(R)-2-oxiranyl-propyl)-cyclohexanol

: 156414-57-2
tert-Butyl-[(1R,2R,4S)-2-methoxy-4-((R)-(R)-2-oxiranyl-propyl)-cyclohexyloxy]-dimethyl-silane

Guidance literature:: With 1H-imidazole;
DOI:10.1016/S0040-4039(00)73279-5

Reference yield:

: 156414-59-4
1-methoxy-1-phenylsulfonyl-5-trimethylsilylmethyl-5-hexen-2-one

: 156414-57-2
tert-Butyl-[(1R,2R,4S)-2-methoxy-4-((R)-(R)-2-oxiranyl-propyl)-cyclohexyloxy]-dimethyl-silane

Guidance literature:: Multi-step reaction with 9 steps

1: BH₃*DMS / 10percent CBS oxaborolizidine catalyst / tetrahydrofuran

2: pyridine, DMAP / CH₂Cl₂ / 0 °C

3: SnCl₄ / CH₂Cl₂ / -78 °C

4: 9-BBN, H₂O₂, NaOH / tetrahydrofuran / 0 - 25 °C

5: 90 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂

6: 64 percent / H₂O₂, OH^- / tetrahydrofuran; diethyl ether / -78 °C

7: t-BuOOH, VO(acac)2 / CH₂Cl₂

8: 85 percent / n-BuLi / tetrahydrofuran / -20 °C

9: 80 percent / n-Bu₃SnH, AIBN / benzene / Heating

With pyridine; tert.-butylhydroperoxide; dmap; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; oxalyl dichloride; bis(acetylacetonate)oxovanadium; 2,2'-azobis(isobutyronitrile); dimethylsulfide borane complex; hydroxide; dihydrogen peroxide; tri-n-butyl-tin hydride; tin(IV) chloride; dimethyl sulfoxide; triethylamine; CBS oxaborolizidine catalyst; In tetrahydrofuran; diethyl ether; dichloromethane; benzene;
DOI:10.1016/S0040-4039(00)73058-9