(7S,8S)-7-Hydroxy-2-methoxy-8-{3-[4-(4-methoxy-phenyl)-piperazin-1-yl]-propyl}-7,8-dihydro-6H-5-oxa-9-thia-benzocycloheptene-8-carboxylic acid methyl ester; hydrochloride

Base Information

• Chemical Name: (7S,8S)-7-Hydroxy-2-methoxy-8-{3-[4-(4-methoxy-phenyl)-piperazin-1-yl]-propyl}-7,8-dihydro-6H-5-oxa-9-thia-benzocycloheptene-8-carboxylic acid methyl ester; hydrochloride
• CAS No.: 99014-27-4
• Molecular Formula: C₂₆H₃₄N₂O₆S*2ClH
• Molecular Weight: 575.554

Synonyms:

Chemical Property of (7S,8S)-7-Hydroxy-2-methoxy-8-{3-[4-(4-methoxy-phenyl)-piperazin-1-yl]-propyl}-7,8-dihydro-6H-5-oxa-9-thia-benzocycloheptene-8-carboxylic acid methyl ester; hydrochloride

Chemical Property:

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Useful:

Technology Process of (7S,8S)-7-Hydroxy-2-methoxy-8-{3-[4-(4-methoxy-phenyl)-piperazin-1-yl]-propyl}-7,8-dihydro-6H-5-oxa-9-thia-benzocycloheptene-8-carboxylic acid methyl ester; hydrochloride

There total 8 articles about (7S,8S)-7-Hydroxy-2-methoxy-8-{3-[4-(4-methoxy-phenyl)-piperazin-1-yl]-propyl}-7,8-dihydro-6H-5-oxa-9-thia-benzocycloheptene-8-carboxylic acid methyl ester; hydrochloride 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: 22.0%

2-Methoxy-8-{3-[4-(4-methoxy-phenyl)-piperazin-1-yl]-propyl}-7-oxo-7,8-dihydro-6H-5-oxa-9-thia-benzocycloheptene-8-carboxylic acid methyl ester (99014-25-2) → (7R,8S)-7-Hydroxy-2-methoxy-8-{3-[4-(4-methoxy-phenyl)-piperazin-1-yl]-propyl}-7,8-dihydro-6H-5-oxa-9-thia-benzocycloheptene-8-carboxylic acid methyl ester; hydrochloride (99014-27-4,99014-28-5) + (7S,8S)-7-Hydroxy-2-methoxy-8-{3-[4-(4-methoxy-phenyl)-piperazin-1-yl]-propyl}-7,8-dihydro-6H-5-oxa-9-thia-benzocycloheptene-8-carboxylic acid methyl ester; hydrochloride (99014-27-4,99014-28-5)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; methanol; for 3h;

DOI:10.1248/cpb.35.1930

Reference yield: 22.0%

2-Methoxy-8-{3-[4-(4-methoxy-phenyl)-piperazin-1-yl]-propyl}-7-oxo-7,8-dihydro-6H-5-oxa-9-thia-benzocycloheptene-8-carboxylic acid methyl ester (99014-25-2) → (7R,8S)-7-Hydroxy-2-methoxy-8-{3-[4-(4-methoxy-phenyl)-piperazin-1-yl]-propyl}-7,8-dihydro-6H-5-oxa-9-thia-benzocycloheptene-8-carboxylic acid methyl ester; hydrochloride (99014-27-4,99014-28-5) + (7S,8S)-7-Hydroxy-2-methoxy-8-{3-[4-(4-methoxy-phenyl)-piperazin-1-yl]-propyl}-7,8-dihydro-6H-5-oxa-9-thia-benzocycloheptene-8-carboxylic acid methyl ester; hydrochloride (99014-27-4,99014-28-5)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; methanol; for 3h;

DOI:10.1248/cpb.35.1930

Reference yield:

4-(4-methoxyphenyl)piperazine (38212-30-5) → (7R,8S)-7-Hydroxy-2-methoxy-8-{3-[4-(4-methoxy-phenyl)-piperazin-1-yl]-propyl}-7,8-dihydro-6H-5-oxa-9-thia-benzocycloheptene-8-carboxylic acid methyl ester; hydrochloride (99014-27-4,99014-28-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / K₂CO₃/KI / dimethylformamide / 7 h / 70 °C

2: 55 percent / NaBH₄ / methanol; tetrahydrofuran / 3 h

With sodium tetrahydroborate; potassium carbonate; potassium iodide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1248/cpb.35.1930

upstream raw materials:

2-Methoxy-8-{3-[4-(4-methoxy-phenyl)-piperazin-1-yl]-propyl}-7-oxo-7,8-dihydro-6H-5-oxa-9-thia-benzocycloheptene-8-carboxylic acid methyl ester

4-(4-methoxyphenyl)piperazine

methyl 4-(3-chloropropyl)-7-methoxy-3-oxo-3,4-dihydro-2H-1,5-benzoxathiepin-4-carboxylate

methyl 7-methoxy-3-oxo-3,4-dihydro-2H-1,5-benzoxathiepine-4-carboxylate

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