Benzoic acid (1S,2S)-2,3-dihydroxy-1-[2-(toluene-4-sulfonyl)-ethyl]-propyl ester

Base Information

Chemical Name:Benzoic acid (1S,2S)-2,3-dihydroxy-1-[2-(toluene-4-sulfonyl)-ethyl]-propyl ester
CAS No.:333335-38-9
Molecular Formula:C₁₉H₂₂O₆S
Molecular Weight:378.446
Hs Code.:

Synonyms:Benzoic acid (1S,2S)-2,3-dihydroxy-1-[2-(toluene-4-sulfonyl)-ethyl]-propyl ester

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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 Benzoic acid (1S,2S)-2,3-dihydroxy-1-[2-(toluene-4-sulfonyl)-ethyl]-propyl ester

Chemical Property:

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Technology Process of Benzoic acid (1S,2S)-2,3-dihydroxy-1-[2-(toluene-4-sulfonyl)-ethyl]-propyl ester

There total 4 articles about Benzoic acid (1S,2S)-2,3-dihydroxy-1-[2-(toluene-4-sulfonyl)-ethyl]-propyl 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: 73.0%

: 65-85-0,8013-63-6
benzoic acid

: 333335-28-7
{(2R,3R)-3-[2-(Toluene-4-sulfonyl)-ethyl]-oxiranyl}-methanol

: 333335-38-9
Benzoic acid (1S,2S)-2,3-dihydroxy-1-[2-(toluene-4-sulfonyl)-ethyl]-propyl ester

Guidance literature:: With titanium(IV) isopropylate; In dichloromethane;
DOI:10.1055/s-2001-9717

Reference yield:

: 63305-65-7
3-((4-methylphenyl)sulfonyl)propanal

: 333335-38-9
Benzoic acid (1S,2S)-2,3-dihydroxy-1-[2-(toluene-4-sulfonyl)-ethyl]-propyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 74 percent / NaH / tetrahydrofuran / 0 °C

2: 90 percent / DIBALH / diethyl ether / -70 °C

3: 84 percent / Ti(Oi-Pr)4; (-)-DIPT; t-BuOOH / 3 Angstroem molecular sieves / CH₂Cl₂

4: 73 percent / Ti(Oi-Pr)4 / CH₂Cl₂

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium hydride; diisobutylaluminium hydride; D-(-)-diisopropyl tartrate; 3 A molecular sieve; In tetrahydrofuran; diethyl ether; dichloromethane; 1: Wittig-Horner reaction / 3: Sharpless asymmetric epoxidation;
DOI:10.1055/s-2001-9717

Reference yield:

: 333335-37-8
(E)-5-(Toluene-4-sulfonyl)-pent-2-en-1-ol

: 333335-38-9
Benzoic acid (1S,2S)-2,3-dihydroxy-1-[2-(toluene-4-sulfonyl)-ethyl]-propyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 84 percent / Ti(Oi-Pr)4; (-)-DIPT; t-BuOOH / 3 Angstroem molecular sieves / CH₂Cl₂

2: 73 percent / Ti(Oi-Pr)4 / CH₂Cl₂

With titanium(IV) isopropylate; tert.-butylhydroperoxide; D-(-)-diisopropyl tartrate; 3 A molecular sieve; In dichloromethane; 1: Sharpless asymmetric epoxidation;
DOI:10.1055/s-2001-9717