(1R,2R)-1-[(1R,3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-2-(R)-oxiranyl-propan-1-ol

Base Information

Chemical Name:(1R,2R)-1-[(1R,3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-2-(R)-oxiranyl-propan-1-ol
CAS No.:156414-64-1
Molecular Formula:C₁₈H₃₆O₄Si
Molecular Weight:344.567
Hs Code.:

Synonyms:(1R,2R)-1-[(1R,3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-2-(R)-oxiranyl-propan-1-ol

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Chemical Property of (1R,2R)-1-[(1R,3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-2-(R)-oxiranyl-propan-1-ol

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Technology Process of (1R,2R)-1-[(1R,3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-2-(R)-oxiranyl-propan-1-ol

There total 7 articles about (1R,2R)-1-[(1R,3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-2-(R)-oxiranyl-propan-1-ol 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:

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

: 156414-64-1
(1R,2R)-1-[(1R,3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-2-(R)-oxiranyl-propan-1-ol

Guidance literature:: Multi-step reaction with 7 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

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

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 156414-64-1
(1R,2R)-1-[(1R,3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-2-(R)-oxiranyl-propan-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1: pyridine, DMAP / CH₂Cl₂ / 0 °C

2: SnCl₄ / CH₂Cl₂ / -78 °C

3: 9-BBN, H₂O₂, NaOH / tetrahydrofuran / 0 - 25 °C

4: 90 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂

5: 64 percent / H₂O₂, OH^- / tetrahydrofuran; diethyl ether / -78 °C

6: t-BuOOH, VO(acac)2 / CH₂Cl₂

With pyridine; tert.-butylhydroperoxide; dmap; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; oxalyl dichloride; bis(acetylacetonate)oxovanadium; hydroxide; dihydrogen peroxide; tin(IV) chloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/S0040-4039(00)73058-9

Reference yield:

: [(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxy-5-trimethylsilanylmethyl-hex-5-ene-1-sulfonyl]-benzene

: 156414-64-1
(1R,2R)-1-[(1R,3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-2-(R)-oxiranyl-propan-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: SnCl₄ / CH₂Cl₂ / -78 °C

2: 9-BBN, H₂O₂, NaOH / tetrahydrofuran / 0 - 25 °C

3: 90 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂

4: 64 percent / H₂O₂, OH^- / tetrahydrofuran; diethyl ether / -78 °C

5: t-BuOOH, VO(acac)2 / CH₂Cl₂

With tert.-butylhydroperoxide; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; oxalyl dichloride; bis(acetylacetonate)oxovanadium; hydroxide; dihydrogen peroxide; tin(IV) chloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/S0040-4039(00)73058-9