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

Base Information

Chemical Name:4-[(4-methoxyphenyl)sulfonyl]-2,2-dimethyl-octahydro-7-oxa-1,4-thiazonine-3(S)-carboxylic acid
CAS No.:253194-96-6
Molecular Formula:C₁₆H₂₃NO₆S₂
Molecular Weight:389.494
Hs Code.:

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

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

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

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

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

: 253194-96-6
4-[(4-methoxyphenyl)sulfonyl]-2,2-dimethyl-octahydro-7-oxa-1,4-thiazonine-3(S)-carboxylic acid

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

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

: 253194-96-6
4-[(4-methoxyphenyl)sulfonyl]-2,2-dimethyl-octahydro-7-oxa-1,4-thiazonine-3(S)-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N / dioxane; H₂O / 18 h / 20 °C

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

3: LiI; pyridine / 3 h / Heating

With pyridine; triethylamine; triphenylphosphine; lithium iodide; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; water; 1: sulfonylation / 2: Cyclization / 3: demethylation;
DOI:10.1021/jm990330y

Reference yield:

: 1026099-48-8
(S)-3-[2-(2-Hydroxy-ethoxy)-ethylsulfanyl]-2-(4-methoxy-benzenesulfonylamino)-3-methyl-butyric acid methyl ester

: 253194-96-6
4-[(4-methoxyphenyl)sulfonyl]-2,2-dimethyl-octahydro-7-oxa-1,4-thiazonine-3(S)-carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

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

2: LiI; pyridine / 3 h / Heating

With pyridine; triphenylphosphine; lithium iodide; diethylazodicarboxylate; In tetrahydrofuran; 1: Cyclization / 2: demethylation;
DOI:10.1021/jm990330y