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

Base Information

• Chemical Name: (7R,8S)-2-Benzyloxy-7-hydroxy-8-{3-[4-(4-hydroxy-phenyl)-piperazin-1-yl]-propyl}-7,8-dihydro-6H-5-oxa-9-thia-benzocycloheptene-8-carboxylic acid methyl ester; hydrochloride
• CAS No.: 110645-20-0
• Molecular Formula: C₃₁H₃₆N₂O₆S*ClH
• Molecular Weight: 601.164
• Mol file: 110645-20-0.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about (7R,8S)-2-Benzyloxy-7-hydroxy-8-{3-[4-(4-hydroxy-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: 57.0%

1-(4-hydroxyphenyl)piperazine (56621-48-8) + methyl cis-7-benzyloxy-4-(3-chloropropyl)-3-hydroxy-3,4-dihydro-2H-1,5-benzoxathiepin-4-carboxylate (110645-17-5,110645-18-6) → (7R,8S)-2-Benzyloxy-7-hydroxy-8-{3-[4-(4-hydroxy-phenyl)-piperazin-1-yl]-propyl}-7,8-dihydro-6H-5-oxa-9-thia-benzocycloheptene-8-carboxylic acid methyl ester; hydrochloride (110645-20-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 70 ℃; for 8h;

DOI:10.1248/cpb.35.1930

Reference yield:

2-Benzyl-7-oxo-7,8-dihydro-6H-5-oxa-9-thia-benzocycloheptene-8-carboxylic acid methyl ester → (7R,8S)-2-Benzyloxy-7-hydroxy-8-{3-[4-(4-hydroxy-phenyl)-piperazin-1-yl]-propyl}-7,8-dihydro-6H-5-oxa-9-thia-benzocycloheptene-8-carboxylic acid methyl ester; hydrochloride (110645-20-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 36 percent / K₂CO₃/KI / acetonitrile / 3 h / Heating

2: 50 percent / NaBH₄ / tetrahydrofuran / 1 h

3: 57 percent / K₂CO₃ / dimethylformamide / 8 h / 70 °C

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

DOI:10.1248/cpb.35.1930

Reference yield:

methyl 7-benzyloxy-4-(3-chloropropyl)-3-oxo-3,4-dihydro-2H-1,5-benzoxathiepin-4-carboxylate (110668-57-0) → (7R,8S)-2-Benzyloxy-7-hydroxy-8-{3-[4-(4-hydroxy-phenyl)-piperazin-1-yl]-propyl}-7,8-dihydro-6H-5-oxa-9-thia-benzocycloheptene-8-carboxylic acid methyl ester; hydrochloride (110645-20-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / NaBH₄ / tetrahydrofuran / 1 h

2: 57 percent / K₂CO₃ / dimethylformamide / 8 h / 70 °C

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

DOI:10.1248/cpb.35.1930

upstream raw materials:

1-(4-hydroxyphenyl)piperazine

methyl cis-7-benzyloxy-4-(3-chloropropyl)-3-hydroxy-3,4-dihydro-2H-1,5-benzoxathiepin-4-carboxylate

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

Downstream raw materials:

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