Toluene-4-sulfonic acid (2R,3S)-2,3-bis-benzyloxy-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid (2R,3S)-2,3-bis-benzyloxy-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl ester
CAS No.:436148-62-8
Molecular Formula:C₂₉H₃₄O₇S
Molecular Weight:526.651
Hs Code.:

Synonyms:Toluene-4-sulfonic acid (2R,3S)-2,3-bis-benzyloxy-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl ester

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Chemical Property of Toluene-4-sulfonic acid (2R,3S)-2,3-bis-benzyloxy-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl ester

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Technology Process of Toluene-4-sulfonic acid (2R,3S)-2,3-bis-benzyloxy-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl ester

There total 4 articles about Toluene-4-sulfonic acid (2R,3S)-2,3-bis-benzyloxy-3-((R)-2,2-dimethyl-[1,3]dioxolan-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: 80.0%

: 121964-07-6
2,3-di-O-benzyl-4,5-O-isopropylidene-D-arabinitol

: 98-59-9
p-toluenesulfonyl chloride

: 436148-62-8
Toluene-4-sulfonic acid (2R,3S)-2,3-bis-benzyloxy-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl ester

Guidance literature:: With dmap; triethylamine; In chloroform; at 27 ℃; for 24h;
DOI:10.1021/ol025794w

Reference yield:

: 106929-09-3
(2S,3R,4R)-2,3-dibenzyloxy-4,5-isopropylidenedioxypentanal

: 436148-62-8
Toluene-4-sulfonic acid (2R,3S)-2,3-bis-benzyloxy-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: NaBH₄ / ethanol / 1 h / 0 °C

2: triethylamine / CH₂Cl₂ / 12 h / 20 °C

With sodium tetrahydroborate; triethylamine; In ethanol; dichloromethane;
DOI:10.1021/jo025677e

Reference yield:

: 121964-05-4
3,4-di-O-benzyloxy-5,6-O-isopropylidene-D-mannitol

: 436148-62-8
Toluene-4-sulfonic acid (2R,3S)-2,3-bis-benzyloxy-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: lead tetraacetate / CH₂Cl₂ / 4 h / 0 - 20 °C

2: NaBH₄ / ethanol / 1 h / 0 °C

3: triethylamine / CH₂Cl₂ / 12 h / 20 °C

With lead(IV) acetate; sodium tetrahydroborate; triethylamine; In ethanol; dichloromethane;
DOI:10.1021/jo025677e