3,4-Dihydro-9-hydroxy-[1]benzothieno[2,3-f]-1,4-thiazepin-5(2H)-one

Base Information

• Chemical Name: 3,4-Dihydro-9-hydroxy-[1]benzothieno[2,3-f]-1,4-thiazepin-5(2H)-one
• CAS No.: 1233533-04-4
• Molecular Formula: C11H9NO2S2
• Molecular Weight: 251.32466
• Mol file: 1233533-04-4.mol

Synonyms:3,4-Dihydro-9-hydroxy-[1]benzothieno[2,3-f]-1,4-thiazepin-5(2H)-one;kb-NB142-70 3,4-Dihydro-9-hydroxy-[1]benzothieno[2,3-f]-1,4-thiazepin-5(2H)-one

Chemical Property of 3,4-Dihydro-9-hydroxy-[1]benzothieno[2,3-f]-1,4-thiazepin-5(2H)-one

Chemical Property:

• Melting Point: 235-238℃ (decomposition) (water dichloromethane )
• Boiling Point: 601.9±55.0 °C(Predicted)
• PKA: 8.99±0.20(Predicted)
• PSA: 106.36000
• Density: 1.495±0.06 g/cm3(Predicted)
• LogP: 2.45280
• Storage Temp.: 2-8°C
• Solubility.: DMSO: soluble10mg/mL, clear

Purity/Quality:

97% ^*data from raw suppliers

kbNB142-70 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: kb NB 142-70 is a potent & selective protein kinase D inhibitor.

Technology Process of 3,4-Dihydro-9-hydroxy-[1]benzothieno[2,3-f]-1,4-thiazepin-5(2H)-one

There total 7 articles about 3,4-Dihydro-9-hydroxy-[1]benzothieno[2,3-f]-1,4-thiazepin-5(2H)-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: 93.0%

kb-NB123-66 (1259977-97-3) → kb-NB142-70 (1233533-04-4)

Guidance literature:

With boron tribromide; In dichloromethane; at -20 - 0 ℃; for 2.5h;

DOI:10.1021/ml100230n

Reference yield:

methyl 5-(benzyloxy)-3-chlorobenzo[b]thiophene-2-carboxylate (1259977-93-9) → kb-NB142-70 (1233533-04-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 13.5 h / 20 - 70 °C

2: boron tribromide / dichloromethane / 2.5 h / -20 - 0 °C

With boron tribromide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ml100230n

Reference yield:

3-Chloro-5-(phenylmethoxy)-benzo[b]thiophene-2-carbonyl chloride (122024-71-9) → kb-NB142-70 (1233533-04-4)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / 12 h / Reflux

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 13.5 h / 20 - 70 °C

3: boron tribromide / dichloromethane / 2.5 h / -20 - 0 °C

With boron tribromide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ml100230n

upstream raw materials:

C₁₆H₁₄O₃

methyl 5-(benzyloxy)-3-chlorobenzo[b]thiophene-2-carboxylate

kb-NB₁₂₃-66

3-hydroxycinnamic acid

Downstream raw materials:

3,4-dihydro-9-methoxy[1]benzothieno[2,3-f]-1,4-thiazepin-5(2H)-one