(2R,3S)-toluene-4-sulfonic acid 4-benzyloxycarbonylamino-3-hydroxy-5-oxotetrahydrofuran-2-ylmethyl ester

Base Information

Chemical Name:(2R,3S)-toluene-4-sulfonic acid 4-benzyloxycarbonylamino-3-hydroxy-5-oxotetrahydrofuran-2-ylmethyl ester
CAS No.:654083-23-5
Molecular Formula:C₂₀H₂₁NO₈S
Molecular Weight:435.455
Hs Code.:

Synonyms:(2R,3S)-toluene-4-sulfonic acid 4-benzyloxycarbonylamino-3-hydroxy-5-oxotetrahydrofuran-2-ylmethyl 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 (2R,3S)-toluene-4-sulfonic acid 4-benzyloxycarbonylamino-3-hydroxy-5-oxotetrahydrofuran-2-ylmethyl ester

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Technology Process of (2R,3S)-toluene-4-sulfonic acid 4-benzyloxycarbonylamino-3-hydroxy-5-oxotetrahydrofuran-2-ylmethyl ester

There total 1 articles about (2R,3S)-toluene-4-sulfonic acid 4-benzyloxycarbonylamino-3-hydroxy-5-oxotetrahydrofuran-2-ylmethyl 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: 70.0%

: 98-59-9
p-toluenesulfonyl chloride

: (4S,5R)-(4-hydroxy-5-hydroxymethyl-2-oxotetrahydrofuran-3-yl)carbamic acid benzyl ester

: 654083-23-5
(2R,3S)-toluene-4-sulfonic acid 4-benzyloxycarbonylamino-3-hydroxy-5-oxotetrahydrofuran-2-ylmethyl ester

Guidance literature:: With pyridine; at -20 ℃; for 20h;
DOI:10.1016/j.tetasy.2003.10.005

Reference yield:

: 654083-23-5
(2R,3S)-toluene-4-sulfonic acid 4-benzyloxycarbonylamino-3-hydroxy-5-oxotetrahydrofuran-2-ylmethyl ester

: (2R,3S)-toluene-4-sulfonic acid 4-amino-3-hydroxy-5-oxotetrahydrofuran-2-ylmethyl ester

Guidance literature:: With hydrogenchloride; hydrogen; palladium on activated charcoal; In 1,4-dioxane; water; at 20 ℃; for 3h; under 760 Torr;
DOI:10.1016/j.tetasy.2003.10.005

Reference yield:

: 654083-23-5
(2R,3S)-toluene-4-sulfonic acid 4-benzyloxycarbonylamino-3-hydroxy-5-oxotetrahydrofuran-2-ylmethyl ester

: 654083-19-9
(3S,4R)-3,4-dihydroxypyrrolidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: H₂; HCl / Pd/C / dioxane; H₂O / 3 h / 20 °C / 760 Torr

2.1: Ba(OH)2 / H₂O / 3 h / 20 °C

2.2: 31 mg / Amberlite 120-IR / H₂O / 24 h / 20 °C / pH 1

With hydrogenchloride; barium dihydroxide; hydrogen; palladium on activated charcoal; In 1,4-dioxane; water;
DOI:10.1016/j.tetasy.2003.10.005