(2R,3S,4R)-3-hydroxy-4-hydroxymethyl-2-(p-tolylsulfonamido)-4-butanolide

Base Information

Chemical Name:(2R,3S,4R)-3-hydroxy-4-hydroxymethyl-2-(p-tolylsulfonamido)-4-butanolide
CAS No.:174272-15-2
Molecular Formula:C₁₂H₁₅NO₆S
Molecular Weight:301.32
Hs Code.:

Synonyms:(2R,3S,4R)-3-hydroxy-4-hydroxymethyl-2-(p-tolylsulfonamido)-4-butanolide

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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,4R)-3-hydroxy-4-hydroxymethyl-2-(p-tolylsulfonamido)-4-butanolide

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Technology Process of (2R,3S,4R)-3-hydroxy-4-hydroxymethyl-2-(p-tolylsulfonamido)-4-butanolide

There total 7 articles about (2R,3S,4R)-3-hydroxy-4-hydroxymethyl-2-(p-tolylsulfonamido)-4-butanolide 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: 51.0%

: 240137-04-6
ethyl (2R,3R,4'S)-(+)-3-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-1-tosylaziridine-2-carboxylate

: 174272-15-2
(2R,3S,4R)-3-hydroxy-4-hydroxymethyl-2-(p-tolylsulfonamido)-4-butanolide

: (2S,3R,4S)-(+)-2-hydroxy-4-hydroxymethyl-3-tosylaminobutyrolactone

Guidance literature:: With trifluoroacetic anhydride; In 1,4-dioxane; water; at 100 ℃; for 18h;
DOI:10.1071/C98026

Reference yield:

: 163356-94-3
1,6-anhydro-3-deoxy-2-O-pivaloyl-3-p-toluenesulfonamido-β-D-altropyranose

: 174272-15-2
(2R,3S,4R)-3-hydroxy-4-hydroxymethyl-2-(p-tolylsulfonamido)-4-butanolide

Guidance literature:: Multi-step reaction with 4 steps

1: 96.5 percent / p-TsOH*H₂O / toluene / 1 h / Heating

2: 93.5 percent / aq. NaOH / methanol / 13.5 h / Ambient temperature

3: 96.2 percent / (COCl)2, Et₃N / CH₂Cl₂; dimethylsulfoxide / 2.5 h / -78 °C

4: 1.) AcOOH, AcOH, 2.) Me₂S, 3.) conc. HCl

With hydrogenchloride; peracetic acid; sodium hydroxide; oxalyl dichloride; dimethylsulfide; toluene-4-sulfonic acid; acetic acid; triethylamine; In methanol; dichloromethane; dimethyl sulfoxide; toluene;
DOI:10.1016/0008-6215(95)00261-8

Reference yield:

: 174272-13-0
1,6-anhydro-3-deoxy-3,4-N,O-isopropylidene-3-(p-tolylsulfonamido)-β-D-altropyranose

: 174272-15-2
(2R,3S,4R)-3-hydroxy-4-hydroxymethyl-2-(p-tolylsulfonamido)-4-butanolide

Guidance literature:: Multi-step reaction with 2 steps

1: 96.2 percent / (COCl)2, Et₃N / CH₂Cl₂; dimethylsulfoxide / 2.5 h / -78 °C

2: 1.) AcOOH, AcOH, 2.) Me₂S, 3.) conc. HCl

With hydrogenchloride; peracetic acid; oxalyl dichloride; dimethylsulfide; acetic acid; triethylamine; In dichloromethane; dimethyl sulfoxide;
DOI:10.1016/0008-6215(95)00261-8