Toluene-4-sulfonic acid (S)-3-hydroxy-3-((2S,4S)-2-phenyl-[1,3]dioxan-4-yl)-propyl ester

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Chemical Name:Toluene-4-sulfonic acid (S)-3-hydroxy-3-((2S,4S)-2-phenyl-[1,3]dioxan-4-yl)-propyl ester
CAS No.:862602-89-9
Molecular Formula:C₂₀H₂₄O₆S
Molecular Weight:392.473
Hs Code.:

Synonyms:Toluene-4-sulfonic acid (S)-3-hydroxy-3-((2S,4S)-2-phenyl-[1,3]dioxan-4-yl)-propyl ester

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Chemical Property of Toluene-4-sulfonic acid (S)-3-hydroxy-3-((2S,4S)-2-phenyl-[1,3]dioxan-4-yl)-propyl ester

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Technology Process of Toluene-4-sulfonic acid (S)-3-hydroxy-3-((2S,4S)-2-phenyl-[1,3]dioxan-4-yl)-propyl ester

There total 6 articles about Toluene-4-sulfonic acid (S)-3-hydroxy-3-((2S,4S)-2-phenyl-[1,3]dioxan-4-yl)-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:

: 862603-59-6
(S)-1-((2S,4S)-2-Phenyl-[1,3]dioxan-4-yl)-propane-1,3-diol

: 98-59-9
p-toluenesulfonyl chloride

: 862602-89-9
Toluene-4-sulfonic acid (S)-3-hydroxy-3-((2S,4S)-2-phenyl-[1,3]dioxan-4-yl)-propyl ester

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 12h;
DOI:10.1021/ja0526867

Reference yield:

: 862603-51-8
6-(tert-butyl-diphenyl-silanyloxy)-hex-3-enoic acid methyl ester

: 862602-89-9
Toluene-4-sulfonic acid (S)-3-hydroxy-3-((2S,4S)-2-phenyl-[1,3]dioxan-4-yl)-propyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: AD-mix-α; methanesulfonamide / 2-methyl-propan-2-ol; H2O / 20 h / 0 °C

2: LiAlH₄ / tetrahydrofuran / -78 - 20 °C

3: (+/-)-camphorsulfonic acid / CH₂Cl₂ / 1 h / 20 °C

4: Bu₄NF / tetrahydrofuran / 3 h / 20 °C

5: Et₃N / CH₂Cl₂ / 12 h / 0 °C

With AD-mix-α; lithium aluminium tetrahydride; methanesulfonamide; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol; 1: Sharpless asymmetric dihydroxylation;
DOI:10.1021/ja0526867

Reference yield:

: 862602-87-7
(4S,5S)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4-hydroxy-dihydro-furan-2-one

: 862602-89-9
Toluene-4-sulfonic acid (S)-3-hydroxy-3-((2S,4S)-2-phenyl-[1,3]dioxan-4-yl)-propyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: LiAlH₄ / tetrahydrofuran / -78 - 20 °C

2: (+/-)-camphorsulfonic acid / CH₂Cl₂ / 1 h / 20 °C

3: Bu₄NF / tetrahydrofuran / 3 h / 20 °C

4: Et₃N / CH₂Cl₂ / 12 h / 0 °C

With lithium aluminium tetrahydride; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja0526867