(2R,3R)-8-Chloro-5-[2-(ethyl-methyl-amino)-ethyl]-3-hydroxy-2-(4-methoxy-phenyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one

Base Information

• Chemical Name: (2R,3R)-8-Chloro-5-[2-(ethyl-methyl-amino)-ethyl]-3-hydroxy-2-(4-methoxy-phenyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one
• CAS No.: 105487-94-3
• Molecular Formula: C₂₁H₂₅ClN₂O₃S
• Molecular Weight: 420.96
• Mol file: 105487-94-3.mol

Synonyms:

Chemical Property of (2R,3R)-8-Chloro-5-[2-(ethyl-methyl-amino)-ethyl]-3-hydroxy-2-(4-methoxy-phenyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R)-8-Chloro-5-[2-(ethyl-methyl-amino)-ethyl]-3-hydroxy-2-(4-methoxy-phenyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one

There total 10 articles about (2R,3R)-8-Chloro-5-[2-(ethyl-methyl-amino)-ethyl]-3-hydroxy-2-(4-methoxy-phenyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one 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: 80.0%

2-chloro-N-ethyl-N-methylethanamine hydrochloride (4535-88-0) + (+/-)-cis-8-chloro-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one (96125-60-9) → (2R,3R)-8-Chloro-5-[2-(ethyl-methyl-amino)-ethyl]-3-hydroxy-2-(4-methoxy-phenyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one (105487-94-3,96125-34-7)

Guidance literature:

With potassium carbonate; In acetone; for 17h; Heating;

DOI:10.1021/jm00106a032

Reference yield:

2-amino-5-chlorobenzenethiol (23474-98-8) → (2R,3R)-8-Chloro-5-[2-(ethyl-methyl-amino)-ethyl]-3-hydroxy-2-(4-methoxy-phenyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one (105487-94-3,96125-34-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 60.5 percent / toluene / 24 h / 80 °C

2: 97.9 percent / 5percent aq. NaOH / ethanol / 3 h / Ambient temperature

3: 80.3 percent / xylene / 24 h / Heating

4: 80 percent / aq. K₂CO₃ / acetone / 17 h / Heating

With sodium hydroxide; potassium carbonate; In ethanol; acetone; toluene; xylene;

DOI:10.1021/jm00106a032

Reference yield:

methyl trans-3-(4-methoxyphenyl)glycidate (96125-49-4) → (2R,3R)-8-Chloro-5-[2-(ethyl-methyl-amino)-ethyl]-3-hydroxy-2-(4-methoxy-phenyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one (105487-94-3,96125-34-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 60.5 percent / toluene / 24 h / 80 °C

2: 97.9 percent / 5percent aq. NaOH / ethanol / 3 h / Ambient temperature

3: 80.3 percent / xylene / 24 h / Heating

4: 80 percent / aq. K₂CO₃ / acetone / 17 h / Heating

With sodium hydroxide; potassium carbonate; In ethanol; acetone; toluene; xylene;

DOI:10.1021/jm00106a032

upstream raw materials:

2-chloro-N-ethyl-N-methylethanamine hydrochloride

(+/-)-cis-8-chloro-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one

8-Chloro-3-hydroxy-2-(4-methoxy-phenyl)-5-(2-methylamino-ethyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one

2-amino-5-chlorobenzenethiol

Downstream raw materials:

Acetic acid (2R,3R)-8-chloro-5-[2-(ethyl-methyl-amino)-ethyl]-2-(4-methoxy-phenyl)-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-yl ester

8-Chloro-5-[2-(ethyl-methyl-amino)-ethyl]-3-methoxy-2-(4-methoxy-phenyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one