(S)-methyl 2,2-dimethyl-3-[(4-nitrophenyl)sulfonyl]oxazolidine-4-carboxylate

Base Information

• Chemical Name: (S)-methyl 2,2-dimethyl-3-[(4-nitrophenyl)sulfonyl]oxazolidine-4-carboxylate
• CAS No.: 1414948-57-4
• Molecular Formula: C₁₃H₁₆N₂O₇S
• Molecular Weight: 344.345

Synonyms:(S)-methyl 2,2-dimethyl-3-[(4-nitrophenyl)sulfonyl]oxazolidine-4-carboxylate

Chemical Property of (S)-methyl 2,2-dimethyl-3-[(4-nitrophenyl)sulfonyl]oxazolidine-4-carboxylate

Chemical Property:

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Technology Process of (S)-methyl 2,2-dimethyl-3-[(4-nitrophenyl)sulfonyl]oxazolidine-4-carboxylate

There total 2 articles about (S)-methyl 2,2-dimethyl-3-[(4-nitrophenyl)sulfonyl]oxazolidine-4-carboxylate 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: 98.0%

2,2-dimethoxy-propane (77-76-9) + L-serine methyl ester hydrochloride → (S)-methyl 2,2-dimethyl-3-[(4-nitrophenyl)sulfonyl]oxazolidine-4-carboxylate (1414948-57-4)

Guidance literature:

With water; toluene-4-sulfonic acid; In benzene; for 2.5h; Reflux;

DOI:10.1055/s-0032-1316579

Reference yield:

4-Nitrobenzenesulfonyl chloride (98-74-8) → (S)-methyl 2,2-dimethyl-3-[(4-nitrophenyl)sulfonyl]oxazolidine-4-carboxylate (1414948-57-4)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 16.5 h / 20 °C / Inert atmosphere

2: water; toluene-4-sulfonic acid / benzene / 2.5 h / Reflux

With water; toluene-4-sulfonic acid; triethylamine; In dichloromethane; benzene;

DOI:10.1055/s-0032-1316579

Reference yield: 100.0%

(S)-methyl 2,2-dimethyl-3-[(4-nitrophenyl)sulfonyl]oxazolidine-4-carboxylate (1414948-57-4) → (S)-2,2-dimethyl-3-[(4-nitrophenyl)sulfonyl]oxazolidine-4-carbaldehyde (1414948-59-6)

Guidance literature:

(S)-methyl 2,2-dimethyl-3-[(4-nitrophenyl)sulfonyl]oxazolidine-4-carboxylate; With diisobutylaluminium hydride; In toluene; at -78 ℃; for 1.5h; Inert atmosphere;

With water; rochelle salt; In methanol; ethyl acetate; toluene; at 20 ℃; for 1h;

DOI:10.1055/s-0032-1316579

upstream raw materials:

4-Nitrobenzenesulfonyl chloride

2,2-dimethoxy-propane

Downstream raw materials:

(1R,3S)-3-(dimethoxymethyl)-1-{(R)-2,2-dimethyl-3-[(4-nitrophenyl)sulfonyl]oxazolidin-4-yl}-7-methoxy-6-methyl-1,2,3,4-tetrahydroisoquinolin-8-ol

(1R,3S)-2-chloroethyl 8-benzyloxy-3-(dimethoxymethyl)-1-{(R)-2,2-dimethyl-3-[(4-nitrophenyl)sulfonyl]oxazolidin-4-yl}-7-methoxy-6-methyl-3,4-dihydroisoquinoline-2(1H)-carboxylate

C₃₂H₃₉N₃O₉S

(S)-2,2-dimethyl-3-[(4-nitrophenyl)sulfonyl]oxazolidine-4-carbaldehyde

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