2H-1,5-Benzoxathiepin-4-carboxylic acid, 3,4-dihydro-3,7-dihydroxy-4-[3-[4-(4-hydroxyphenyl)-1-piperazinyl]propyl ]-, methyl ester, cis-

Base Information

• Chemical Name: 2H-1,5-Benzoxathiepin-4-carboxylic acid, 3,4-dihydro-3,7-dihydroxy-4-[3-[4-(4-hydroxyphenyl)-1-piperazinyl]propyl ]-, methyl ester, cis-
• CAS No.: 110645-24-4
• Molecular Formula: C24H30N2O6S
• Molecular Weight: 474.578
• Mol file: 110645-24-4.mol

Synonyms:

Chemical Property of 2H-1,5-Benzoxathiepin-4-carboxylic acid, 3,4-dihydro-3,7-dihydroxy-4-[3-[4-(4-hydroxyphenyl)-1-piperazinyl]propyl ]-, methyl ester, cis-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2H-1,5-Benzoxathiepin-4-carboxylic acid, 3,4-dihydro-3,7-dihydroxy-4-[3-[4-(4-hydroxyphenyl)-1-piperazinyl]propyl ]-, methyl ester, cis-

There total 5 articles about 2H-1,5-Benzoxathiepin-4-carboxylic acid, 3,4-dihydro-3,7-dihydroxy-4-[3-[4-(4-hydroxyphenyl)-1-piperazinyl]propyl ]-, methyl ester, cis- 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: 72.0%

(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) → (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 (110645-24-4)

Guidance literature:

With hydrogenchloride; hydrogen; palladium; In methanol; for 20h;

DOI:10.1248/cpb.35.1930

Reference yield:

1-(4-hydroxyphenyl)piperazine (56621-48-8) → (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 (110645-24-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 57 percent / K₂CO₃ / dimethylformamide / 8 h / 70 °C

2: 72 percent / H₂/conc. HCl / Pd black / methanol / 20 h

With hydrogenchloride; hydrogen; potassium carbonate; palladium; In methanol; N,N-dimethyl-formamide;

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 → (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 (110645-24-4)

Guidance literature:

Multi-step reaction with 4 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

4: 72 percent / H₂/conc. HCl / Pd black / methanol / 20 h

With hydrogenchloride; sodium tetrahydroborate; hydrogen; potassium carbonate; potassium iodide; palladium; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1248/cpb.35.1930

upstream raw materials:

(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

1-(4-hydroxyphenyl)piperazine

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

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