(2S,3R,4R)-4-Benzyloxy-4-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(3-methyl-but-2-enyl)-butane-1,3-diol

Base Information

Chemical Name:(2S,3R,4R)-4-Benzyloxy-4-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(3-methyl-but-2-enyl)-butane-1,3-diol
CAS No.:104322-71-6
Molecular Formula:C₂₁H₃₂O₅
Molecular Weight:364.482
Hs Code.:

Synonyms:(2S,3R,4R)-4-Benzyloxy-4-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(3-methyl-but-2-enyl)-butane-1,3-diol

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

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Chemical Property of (2S,3R,4R)-4-Benzyloxy-4-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(3-methyl-but-2-enyl)-butane-1,3-diol

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Technology Process of (2S,3R,4R)-4-Benzyloxy-4-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(3-methyl-but-2-enyl)-butane-1,3-diol

There total 4 articles about (2S,3R,4R)-4-Benzyloxy-4-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(3-methyl-but-2-enyl)-butane-1,3-diol 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%

: 104322-70-5
(R)-2-[(1R,2R)-2-Benzyloxy-2-(2,2-dimethyl-[1,3]dioxolan-4-yl)-1-hydroxy-ethyl]-5-methyl-hex-4-enethioic acid S-phenyl ester

: 104322-71-6
(2S,3R,4R)-4-Benzyloxy-4-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(3-methyl-but-2-enyl)-butane-1,3-diol

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; at 0 - 22 ℃; for 1h;
DOI:10.1021/jo00370a040

Reference yield:

: 70369-46-9,421549-37-3
(2R,4S,5R)-4-hydroxymethyl-2-methyl-1,3-dioxan-5-ol

: 104322-71-6
(2S,3R,4R)-4-Benzyloxy-4-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(3-methyl-but-2-enyl)-butane-1,3-diol

Guidance literature:: Multi-step reaction with 4 steps

2: 87 percent / ClCOCOCl, Me₂SO / CH₂Cl₂ / -78 °C

3: 79 percent / 9-BBN triflate, diisopropylamine / diethyl ether / -78 - 0 °C

4: 85 percent / LiAlH₄ / diethyl ether / 1 h / 0 - 22 °C

With lithium aluminium tetrahydride; oxalyl dichloride; dimethyl sulfoxide; diisopropylamine; B-(trifluoromethanesulfonyloxy)-9-borabicyclo[3.3.1]nonane; In diethyl ether; dichloromethane;
DOI:10.1021/jo00370a040

Reference yield:

: 104322-67-0
(R)-2-Benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanol

: 104322-71-6
(2S,3R,4R)-4-Benzyloxy-4-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(3-methyl-but-2-enyl)-butane-1,3-diol

Guidance literature:: Multi-step reaction with 3 steps

1: 87 percent / ClCOCOCl, Me₂SO / CH₂Cl₂ / -78 °C

2: 79 percent / 9-BBN triflate, diisopropylamine / diethyl ether / -78 - 0 °C

3: 85 percent / LiAlH₄ / diethyl ether / 1 h / 0 - 22 °C

With lithium aluminium tetrahydride; oxalyl dichloride; dimethyl sulfoxide; diisopropylamine; B-(trifluoromethanesulfonyloxy)-9-borabicyclo[3.3.1]nonane; In diethyl ether; dichloromethane;
DOI:10.1021/jo00370a040