(1S,2R,4'R,5'S)-[5'-(1-hydroxy-2-methanesulfonyloxyethyl)-2',2'-dimethyl[1,3]dioxolan-4'-yl]-(4-phenoxybenzenesulfonylamino)acetic acid methyl ester

Base Information

Chemical Name:(1S,2R,4'R,5'S)-[5'-(1-hydroxy-2-methanesulfonyloxyethyl)-2',2'-dimethyl[1,3]dioxolan-4'-yl]-(4-phenoxybenzenesulfonylamino)acetic acid methyl ester
CAS No.:642089-91-6
Molecular Formula:C₂₃H₂₉NO₁₁S₂
Molecular Weight:559.615
Hs Code.:

(1S,2R,4'R,5'S)-[5'-(1-hydroxy-2-methanesulfonyloxyethyl)-2',2'-dimethyl[1,3]dioxolan-4'-yl]-(4-phenoxybenzenesulfonylamino)acetic acid methyl ester

Synonyms:(1S,2R,4'R,5'S)-[5'-(1-hydroxy-2-methanesulfonyloxyethyl)-2',2'-dimethyl[1,3]dioxolan-4'-yl]-(4-phenoxybenzenesulfonylamino)acetic acid methyl ester

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Chemical Property of (1S,2R,4'R,5'S)-[5'-(1-hydroxy-2-methanesulfonyloxyethyl)-2',2'-dimethyl[1,3]dioxolan-4'-yl]-(4-phenoxybenzenesulfonylamino)acetic acid methyl ester

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Technology Process of (1S,2R,4'R,5'S)-[5'-(1-hydroxy-2-methanesulfonyloxyethyl)-2',2'-dimethyl[1,3]dioxolan-4'-yl]-(4-phenoxybenzenesulfonylamino)acetic acid methyl ester

There total 5 articles about (1S,2R,4'R,5'S)-[5'-(1-hydroxy-2-methanesulfonyloxyethyl)-2',2'-dimethyl[1,3]dioxolan-4'-yl]-(4-phenoxybenzenesulfonylamino)acetic acid methyl 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: 46.0%

: 124-63-0
methanesulfonyl chloride

: 642089-90-5
(1R,2R,4'R,5'S)-[5'-(1,2-dihydroxyethyl)-2,2'-dimethyl-[1,3]dioxolan-4'-yl]-(4-phenoxybenzenesulfonylamino)acetic acid methyl ester

: 642089-91-6
(1S,2R,4'R,5'S)-[5'-(1-hydroxy-2-methanesulfonyloxyethyl)-2',2'-dimethyl[1,3]dioxolan-4'-yl]-(4-phenoxybenzenesulfonylamino)acetic acid methyl ester

Guidance literature:: With triethylamine; In dichloromethane; at -40 ℃; for 1h;
DOI:10.1021/jm0304313

Reference yield:

: (2R,4'S,4R,5'R)-azide-(2',2',2,2-tetramethyl-[4',4]bis[[1,3]dioxolanyl]-5'-yl)-acetic acid methyl ester

: 642089-91-6
(1S,2R,4'R,5'S)-[5'-(1-hydroxy-2-methanesulfonyloxyethyl)-2',2'-dimethyl[1,3]dioxolan-4'-yl]-(4-phenoxybenzenesulfonylamino)acetic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: H₂ / Pd/C / ethyl acetate / 4 h / 40 °C / 3040 Torr

2: 38.3 g / 4-DMAP / dimethylformamide / 20 °C

3: 67 percent / cerium chloride heptahydrate; oxalic acid / acetonitrile / 1.17 h / 20 °C

4: 46 percent / triethylamine / CH₂Cl₂ / 1 h / -40 °C

With dmap; cerium(III) chloride; hydrogen; oxalic acid; triethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm0304313

Reference yield:

: 1623-92-3
4-phenoxyphenylsulfonyl chloride

: 642089-91-6
(1S,2R,4'R,5'S)-[5'-(1-hydroxy-2-methanesulfonyloxyethyl)-2',2'-dimethyl[1,3]dioxolan-4'-yl]-(4-phenoxybenzenesulfonylamino)acetic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 38.3 g / 4-DMAP / dimethylformamide / 20 °C

2: 67 percent / cerium chloride heptahydrate; oxalic acid / acetonitrile / 1.17 h / 20 °C

3: 46 percent / triethylamine / CH₂Cl₂ / 1 h / -40 °C

With dmap; cerium(III) chloride; oxalic acid; triethylamine; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm0304313