(S)-7-(4-Methoxy-benzenesulfonyl)-5,5-dimethyl-[1,4,7]oxathiazonane-6-carboxylic acid hydroxyamide

Base Information

Chemical Name:(S)-7-(4-Methoxy-benzenesulfonyl)-5,5-dimethyl-[1,4,7]oxathiazonane-6-carboxylic acid hydroxyamide
CAS No.:253194-95-5
Molecular Formula:C₁₆H₂₄N₂O₆S₂
Molecular Weight:404.508
Hs Code.:

Synonyms:(S)-7-(4-Methoxy-benzenesulfonyl)-5,5-dimethyl-[1,4,7]oxathiazonane-6-carboxylic acid hydroxyamide

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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 (S)-7-(4-Methoxy-benzenesulfonyl)-5,5-dimethyl-[1,4,7]oxathiazonane-6-carboxylic acid hydroxyamide

Chemical Property:

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Technology Process of (S)-7-(4-Methoxy-benzenesulfonyl)-5,5-dimethyl-[1,4,7]oxathiazonane-6-carboxylic acid hydroxyamide

There total 6 articles about (S)-7-(4-Methoxy-benzenesulfonyl)-5,5-dimethyl-[1,4,7]oxathiazonane-6-carboxylic acid hydroxyamide 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:

: 4-[(4-methoxyphenyl)sulfonyl]-2,2-dimethyl-octahydro-7-oxa-1,4-thiazonine-3(S)-carboxylic acid chloride

: 253194-95-5
(S)-7-(4-Methoxy-benzenesulfonyl)-5,5-dimethyl-[1,4,7]oxathiazonane-6-carboxylic acid hydroxyamide

Guidance literature:: With hydroxylamine; triethylamine; In tetrahydrofuran; dichloromethane; at 20 ℃;
DOI:10.1021/jm990330y

Reference yield:

: 34297-27-3
D-penicillamine methyl ester hydrochloride

: 253194-95-5
(S)-7-(4-Methoxy-benzenesulfonyl)-5,5-dimethyl-[1,4,7]oxathiazonane-6-carboxylic acid hydroxyamide

Guidance literature:: Multi-step reaction with 6 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dimethylformamide / 20 °C

2: Et₃N / dioxane; H₂O / 18 h / 20 °C

3: Ph₃P; diethyl azodicarboxylate / tetrahydrofuran / 2 h / 20 °C

4: LiI; pyridine / 3 h / Heating

5: oxalyl chloride, DMF / CH₂Cl₂ / 0.5 h / 20 °C

6: aq. NH₂OH; Et₃N / tetrahydrofuran; CH₂Cl₂ / 20 °C

With pyridine; oxalyl dichloride; hydroxylamine; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N,N-dimethyl-formamide; triphenylphosphine; lithium iodide; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; 1: Alkylation / 2: sulfonylation / 3: Cyclization / 4: demethylation / 5: Chlorination / 6: Acylation;
DOI:10.1021/jm990330y

Reference yield:

: (S)-2-Amino-3-[2-(2-hydroxy-ethoxy)-ethylsulfanyl]-3-methyl-butyric acid methyl ester

: 253194-95-5
(S)-7-(4-Methoxy-benzenesulfonyl)-5,5-dimethyl-[1,4,7]oxathiazonane-6-carboxylic acid hydroxyamide

Guidance literature:: Multi-step reaction with 5 steps

1: Et₃N / dioxane; H₂O / 18 h / 20 °C

2: Ph₃P; diethyl azodicarboxylate / tetrahydrofuran / 2 h / 20 °C

3: LiI; pyridine / 3 h / Heating

4: oxalyl chloride, DMF / CH₂Cl₂ / 0.5 h / 20 °C

5: aq. NH₂OH; Et₃N / tetrahydrofuran; CH₂Cl₂ / 20 °C

With pyridine; oxalyl dichloride; hydroxylamine; triethylamine; N,N-dimethyl-formamide; triphenylphosphine; lithium iodide; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; 1: sulfonylation / 2: Cyclization / 3: demethylation / 4: Chlorination / 5: Acylation;
DOI:10.1021/jm990330y