6(S)-methoxymethyl-4-[(4-methoxyphenyl)sulfonyl]-2,2-dimethyl-hexahydro-1,4-thiazepine-3(S)-carboxylic acid

Base Information

Chemical Name:6(S)-methoxymethyl-4-[(4-methoxyphenyl)sulfonyl]-2,2-dimethyl-hexahydro-1,4-thiazepine-3(S)-carboxylic acid
CAS No.:204129-81-7
Molecular Formula:C₁₇H₂₅NO₇S₂
Molecular Weight:419.52
Hs Code.:

Synonyms:6(S)-methoxymethyl-4-[(4-methoxyphenyl)sulfonyl]-2,2-dimethyl-hexahydro-1,4-thiazepine-3(S)-carboxylic acid

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Chemical Property of 6(S)-methoxymethyl-4-[(4-methoxyphenyl)sulfonyl]-2,2-dimethyl-hexahydro-1,4-thiazepine-3(S)-carboxylic acid

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Technology Process of 6(S)-methoxymethyl-4-[(4-methoxyphenyl)sulfonyl]-2,2-dimethyl-hexahydro-1,4-thiazepine-3(S)-carboxylic acid

There total 9 articles about 6(S)-methoxymethyl-4-[(4-methoxyphenyl)sulfonyl]-2,2-dimethyl-hexahydro-1,4-thiazepine-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: 93.0%

: 204129-80-6
methyl 6(S)-methoxymethyl-4-[(4-methoxyphenyl)sulfonyl]-2,2-dimethyl-hexahydro-1,4-thiazepine-3(S)-carboxylate

: 204129-81-7
6(S)-methoxymethyl-4-[(4-methoxyphenyl)sulfonyl]-2,2-dimethyl-hexahydro-1,4-thiazepine-3(S)-carboxylic acid

Guidance literature:: With pyridine; lithium iodide; for 3h; Heating;
DOI:10.1021/jm990330y

Reference yield:

: 52-67-5
3,3-dimethyl-D-cysteine

: 204129-81-7
6(S)-methoxymethyl-4-[(4-methoxyphenyl)sulfonyl]-2,2-dimethyl-hexahydro-1,4-thiazepine-3(S)-carboxylic acid

Guidance literature:: Multi-step reaction with 9 steps

1: 2 N aq. NaOH / ethanol / 20 °C

2: Et₃N / dioxane; H₂O / 18 h / 20 °C

3: methanol; diethyl ether

4: 1 N aq. HCl / tetrahydrofuran / 20 °C

5: 82 percent / Et₃N; (dimethylamino)pyridine / CH₂Cl₂ / 20 °C

6: 71 percent / NaI; i-Pr₂NEt / 1,2-dimethoxy-ethane / 4 h / Heating

7: 78 percent / n-Bu₄NF / tetrahydrofuran / 0 - 20 °C

8: 86 percent / Ph₃P; diethyl azodicarboxylate / tetrahydrofuran / 2 h / 20 °C

9: 93 percent / LiI; pyridine / 3 h / Heating

With pyridine; hydrogenchloride; dmap; sodium hydroxide; tetrabutyl ammonium fluoride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; sodium iodide; lithium iodide; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; diethyl ether; ethanol; dichloromethane; water; 1: Alkylation / 2: sulfonylation / 3: Esterification / 4: Hydrolysis / 5: silylation / 6: Alkylation / 7: desilylation / 8: Cyclization / 9: demethylation;
DOI:10.1021/jm990330y

Reference yield:

: (S)-2-Amino-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethylsulfanyl)-3-methyl-butyric acid

: 204129-81-7
6(S)-methoxymethyl-4-[(4-methoxyphenyl)sulfonyl]-2,2-dimethyl-hexahydro-1,4-thiazepine-3(S)-carboxylic acid

Guidance literature:: Multi-step reaction with 8 steps

1: Et₃N / dioxane; H₂O / 18 h / 20 °C

2: methanol; diethyl ether

3: 1 N aq. HCl / tetrahydrofuran / 20 °C

4: 82 percent / Et₃N; (dimethylamino)pyridine / CH₂Cl₂ / 20 °C

5: 71 percent / NaI; i-Pr₂NEt / 1,2-dimethoxy-ethane / 4 h / Heating

6: 78 percent / n-Bu₄NF / tetrahydrofuran / 0 - 20 °C

7: 86 percent / Ph₃P; diethyl azodicarboxylate / tetrahydrofuran / 2 h / 20 °C

8: 93 percent / LiI; pyridine / 3 h / Heating

With pyridine; hydrogenchloride; dmap; tetrabutyl ammonium fluoride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; sodium iodide; lithium iodide; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; diethyl ether; dichloromethane; water; 1: sulfonylation / 2: Esterification / 3: Hydrolysis / 4: silylation / 5: Alkylation / 6: desilylation / 7: Cyclization / 8: demethylation;
DOI:10.1021/jm990330y