(S)-2-((1R,2R,3R)-4-Benzyloxy-2-hydroxy-1,3-dimethyl-butyl)-6-hydroxy-5,6-dimethyl-6H-pyran-3-one

Base Information

Chemical Name:(S)-2-((1R,2R,3R)-4-Benzyloxy-2-hydroxy-1,3-dimethyl-butyl)-6-hydroxy-5,6-dimethyl-6H-pyran-3-one
CAS No.:134860-60-9
Molecular Formula:C₂₀H₂₈O₅
Molecular Weight:348.439
Hs Code.:

Synonyms:(S)-2-((1R,2R,3R)-4-Benzyloxy-2-hydroxy-1,3-dimethyl-butyl)-6-hydroxy-5,6-dimethyl-6H-pyran-3-one

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Chemical Property of (S)-2-((1R,2R,3R)-4-Benzyloxy-2-hydroxy-1,3-dimethyl-butyl)-6-hydroxy-5,6-dimethyl-6H-pyran-3-one

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Technology Process of (S)-2-((1R,2R,3R)-4-Benzyloxy-2-hydroxy-1,3-dimethyl-butyl)-6-hydroxy-5,6-dimethyl-6H-pyran-3-one

There total 4 articles about (S)-2-((1R,2R,3R)-4-Benzyloxy-2-hydroxy-1,3-dimethyl-butyl)-6-hydroxy-5,6-dimethyl-6H-pyran-3-one 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: 67.0%

: 134860-58-5
(1S,2R,3R,4R)-5-Benzyloxy-1-(4,5-dimethyl-furan-2-yl)-2,4-dimethyl-pentane-1,3-diol

: 134860-60-9
(S)-2-((1R,2R,3R)-4-Benzyloxy-2-hydroxy-1,3-dimethyl-butyl)-6-hydroxy-5,6-dimethyl-6H-pyran-3-one

Guidance literature:: With tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium; In dichloromethane; at 20 ℃; for 0.666667h;
DOI:10.1016/S0040-4039(00)74320-6

Reference yield:

: 52480-43-0
4,5-dimethyl-2-formylfuran

: 134860-60-9
(S)-2-((1R,2R,3R)-4-Benzyloxy-2-hydroxy-1,3-dimethyl-butyl)-6-hydroxy-5,6-dimethyl-6H-pyran-3-one

Guidance literature:: Multi-step reaction with 3 steps

1: 2) aq. H₂O₂, pH₇ buffer / 1) CH₂Cl₂, 0 deg C, 12 h; 2) MeOH, 1 h

2: 100 percent / Me₄N*HB(OAc)3 / acetonitrile; acetic acid / 12 h / -20 °C

3: 67 percent / t-BuOOH, VO(acac)2 / CH₂Cl₂ / 0.67 h / 20 °C

With tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium; pH₇ buffer; dihydrogen peroxide; tetramethylammonium triacetoxyborohydride; In dichloromethane; acetic acid; acetonitrile;
DOI:10.1016/S0040-4039(00)74320-6

Reference yield:

: 134860-59-6
C₃₃H₅₁BO₂

: 134860-60-9
(S)-2-((1R,2R,3R)-4-Benzyloxy-2-hydroxy-1,3-dimethyl-butyl)-6-hydroxy-5,6-dimethyl-6H-pyran-3-one

Guidance literature:: Multi-step reaction with 3 steps

1: 2) aq. H₂O₂, pH₇ buffer / 1) CH₂Cl₂, 0 deg C, 12 h; 2) MeOH, 1 h

2: 100 percent / Me₄N*HB(OAc)3 / acetonitrile; acetic acid / 12 h / -20 °C

3: 67 percent / t-BuOOH, VO(acac)2 / CH₂Cl₂ / 0.67 h / 20 °C

With tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium; pH₇ buffer; dihydrogen peroxide; tetramethylammonium triacetoxyborohydride; In dichloromethane; acetic acid; acetonitrile;
DOI:10.1016/S0040-4039(00)74320-6