(2R,3R)-3-(1-methylethenyl)-(phenylsulfonyl)-1,2-O-isopropylidene-1,2-butanediol

Base Information

Chemical Name:(2R,3R)-3-(1-methylethenyl)-(phenylsulfonyl)-1,2-O-isopropylidene-1,2-butanediol
CAS No.:100229-53-6
Molecular Formula:C₁₆H₂₂O₄S
Molecular Weight:310.414
Hs Code.:

Synonyms:(2R,3R)-3-(1-methylethenyl)-(phenylsulfonyl)-1,2-O-isopropylidene-1,2-butanediol

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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 (2R,3R)-3-(1-methylethenyl)-(phenylsulfonyl)-1,2-O-isopropylidene-1,2-butanediol

Chemical Property:

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Technology Process of (2R,3R)-3-(1-methylethenyl)-(phenylsulfonyl)-1,2-O-isopropylidene-1,2-butanediol

There total 5 articles about (2R,3R)-3-(1-methylethenyl)-(phenylsulfonyl)-1,2-O-isopropylidene-1,2-butanediol 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: 9.0%

: 873-55-2
sodium benzenesulfonate

: 100229-52-5
(R)-4-((R)-1-Bromomethyl-2-methyl-allyl)-2,2-dimethyl-[1,3]dioxolane

: 100229-53-6
(2R,3R)-3-(1-methylethenyl)-(phenylsulfonyl)-1,2-O-isopropylidene-1,2-butanediol

: 100229-51-4
(S)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-methyl-but-3-en-1-ol

Guidance literature:: In N,N,N,N,N,N-hexamethylphosphoric triamide; at 25 ℃; for 2h;
DOI:10.1021/ja00265a032

Reference yield:

: 100229-50-3
((4R,5S)-5-Isopropenyl-2,2-dimethyl-[1,3]dioxan-4-yl)-methanol

: 100229-53-6
(2R,3R)-3-(1-methylethenyl)-(phenylsulfonyl)-1,2-O-isopropylidene-1,2-butanediol

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / TsOH / acetone / 25 °C

2: 80 percent / triphenylphosphine, N-bromosuccinimide, pyridine / CH₂Cl₂ / 12 h / 25 °C

3: 68 percent / hexamethylphosphoric acid triamide / 2 h / 25 °C

With pyridine; N-Bromosuccinimide; triphenylphosphine; toluene-4-sulfonic acid; In N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; acetone;
DOI:10.1021/ja00265a032

Reference yield:

: 100296-57-9
(2R,3R)-4-(benzyloxy)-2-isopropenyl-1,3-butanediol

: 100229-53-6
(2R,3R)-3-(1-methylethenyl)-(phenylsulfonyl)-1,2-O-isopropylidene-1,2-butanediol

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / TsOH / 25 °C

2: 85 percent / Li / liquid ammonia / -78 °C

3: 85 percent / TsOH / acetone / 25 °C

4: 80 percent / triphenylphosphine, N-bromosuccinimide, pyridine / CH₂Cl₂ / 12 h / 25 °C

5: 68 percent / hexamethylphosphoric acid triamide / 2 h / 25 °C

With pyridine; N-Bromosuccinimide; lithium; toluene-4-sulfonic acid; triphenylphosphine; toluene-4-sulfonic acid; In N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; ammonia; acetone;
DOI:10.1021/ja00265a032