Benzenesulfonic acid (2S,3S)-3-methyl-3-(4-methyl-pent-3-enyl)-oxiranylmethyl ester

Base Information

Chemical Name:Benzenesulfonic acid (2S,3S)-3-methyl-3-(4-methyl-pent-3-enyl)-oxiranylmethyl ester
CAS No.:344739-32-8
Molecular Formula:C₁₆H₂₂O₄S
Molecular Weight:310.414
Hs Code.:

Synonyms:Benzenesulfonic acid (2S,3S)-3-methyl-3-(4-methyl-pent-3-enyl)-oxiranylmethyl ester

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Chemical Property of Benzenesulfonic acid (2S,3S)-3-methyl-3-(4-methyl-pent-3-enyl)-oxiranylmethyl ester

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Technology Process of Benzenesulfonic acid (2S,3S)-3-methyl-3-(4-methyl-pent-3-enyl)-oxiranylmethyl ester

There total 2 articles about Benzenesulfonic acid (2S,3S)-3-methyl-3-(4-methyl-pent-3-enyl)-oxiranylmethyl ester 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: 88.0%

: 82188-73-6
(2S,3S)-2,3-epoxygeraniol

: 98-09-9
benzenesulfonyl chloride

: 344739-32-8
Benzenesulfonic acid (2S,3S)-3-methyl-3-(4-methyl-pent-3-enyl)-oxiranylmethyl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/jo001737+

Reference yield:

: 106-24-1
Geraniol

: 344739-32-8
Benzenesulfonic acid (2S,3S)-3-methyl-3-(4-methyl-pent-3-enyl)-oxiranylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / tert-butylhydroperoxide; L-(+)-diethyl tartrate; titanium(IV) isopropoxide / 4 Angstroem MS / CH₂Cl₂ / -20 - 0 °C

2: 88 percent / Et₃N; 4-DMAP / CH₂Cl₂ / 0 - 20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; diethyl (2R,3R)-tartrate; triethylamine; 4 Angstroem MS; In dichloromethane;
DOI:10.1021/jo001737+

Reference yield:

: 344739-32-8
Benzenesulfonic acid (2S,3S)-3-methyl-3-(4-methyl-pent-3-enyl)-oxiranylmethyl ester

: Benzoic acid (S)-2-((S)-1-hydroxy-1,5-dimethyl-hex-4-enyl)-cyclopropylmethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran / 1.5 h / -78 °C

1.2: 87 percent / tetrahydrofuran / -78 - 0 °C

2.1: 61 percent / DIBAL-H / tetrahydrofuran / 2 h / -78 - 20 °C

3.1: NaBH₄ / methanol / 1 h / 0 °C

4.1: 116 mg / Et₃N; 4-DMAP / CH₂Cl₂ / 4 h / 20 °C

With dmap; sodium tetrahydroborate; n-butyllithium; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo001737+