(2R,3S,4R,5R)-5-Acetoxy-6-<(tert-butyldimethylsilyl)oxy>-4-<(tert-butyldiphenylsilyl)oxy>-1,2-epoxy-4-methyl-3-hexanol

Base Information

Chemical Name:(2R,3S,4R,5R)-5-Acetoxy-6-<(tert-butyldimethylsilyl)oxy>-4-<(tert-butyldiphenylsilyl)oxy>-1,2-epoxy-4-methyl-3-hexanol
CAS No.:154547-71-4
Molecular Formula:C₃₁H₄₈O₆Si₂
Molecular Weight:572.89
Hs Code.:

Synonyms:(2R,3S,4R,5R)-5-Acetoxy-6-<(tert-butyldimethylsilyl)oxy>-4-<(tert-butyldiphenylsilyl)oxy>-1,2-epoxy-4-methyl-3-hexanol

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Chemical Property of (2R,3S,4R,5R)-5-Acetoxy-6-<(tert-butyldimethylsilyl)oxy>-4-<(tert-butyldiphenylsilyl)oxy>-1,2-epoxy-4-methyl-3-hexanol

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Technology Process of (2R,3S,4R,5R)-5-Acetoxy-6-<(tert-butyldimethylsilyl)oxy>-4-<(tert-butyldiphenylsilyl)oxy>-1,2-epoxy-4-methyl-3-hexanol

There total 3 articles about (2R,3S,4R,5R)-5-Acetoxy-6-<(tert-butyldimethylsilyl)oxy>-4-<(tert-butyldiphenylsilyl)oxy>-1,2-epoxy-4-methyl-3-hexanol 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%

: 154547-70-3
Acetic acid (1R,2R,3S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2-methyl-pent-4-enyl ester

: 154547-71-4
(2R,3S,4R,5R)-5-Acetoxy-6-<(tert-butyldimethylsilyl)oxy>-4-<(tert-butyldiphenylsilyl)oxy>-1,2-epoxy-4-methyl-3-hexanol

Guidance literature:: With tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium; In 2,2,4-trimethylpentane; toluene; for 5h; Ambient temperature;
DOI:10.1021/jo00085a038

Reference yield:

: 154547-68-9
Acetic acid (1R,2S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-4-(tert-butyl-diphenyl-silanyl)-2-hydroxy-2-methyl-3-oxo-pent-4-enyl ester

: 154547-71-4
(2R,3S,4R,5R)-5-Acetoxy-6-<(tert-butyldimethylsilyl)oxy>-4-<(tert-butyldiphenylsilyl)oxy>-1,2-epoxy-4-methyl-3-hexanol

Guidance literature:: Multi-step reaction with 3 steps

1: DBU / CH₂Cl₂ / Ambient temperature

2: NaBH₄, CeCl₃*7H₂O / methanol

3: 85 percent / tert-BuOOH, VO(acac)2 / toluene; 2,2,4-trimethyl-pentane / 5 h / Ambient temperature

With tert.-butylhydroperoxide; sodium tetrahydroborate; cerium(III) chloride; bis(acetylacetonate)oxovanadium; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; 2,2,4-trimethylpentane; dichloromethane; toluene;
DOI:10.1021/jo00085a038

Reference yield:

: 154547-69-0
Acetic acid (1R,2S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-(tert-butyl-diphenyl-silanyloxy)-2-methyl-3-oxo-pent-4-enyl ester

: 154547-71-4
(2R,3S,4R,5R)-5-Acetoxy-6-<(tert-butyldimethylsilyl)oxy>-4-<(tert-butyldiphenylsilyl)oxy>-1,2-epoxy-4-methyl-3-hexanol

Guidance literature:: Multi-step reaction with 2 steps

1: NaBH₄, CeCl₃*7H₂O / methanol

2: 85 percent / tert-BuOOH, VO(acac)2 / toluene; 2,2,4-trimethyl-pentane / 5 h / Ambient temperature

With tert.-butylhydroperoxide; sodium tetrahydroborate; cerium(III) chloride; bis(acetylacetonate)oxovanadium; In methanol; 2,2,4-trimethylpentane; toluene;
DOI:10.1021/jo00085a038