3-(4-Azidobutyryloxy)diltiazem

Base Information

• Chemical Name: 3-(4-Azidobutyryloxy)diltiazem
• CAS No.: 124305-98-2
• Molecular Formula: C₂₄H₂₉N₅O₄S
• Molecular Weight: 483.591
• DSSTox Substance ID: DTXSID10154265
• Nikkaji Number: J263.988B
• Wikidata: Q83021423
• Mol file: 124305-98-2.mol

Synonyms:3-(4-azidobutyryloxy)diltiazem;azidobutyryldiltiazem

Chemical Property of 3-(4-Azidobutyryloxy)diltiazem

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 134.13000
• Density: g/cm³
• LogP: 3.95686
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 11
• Exact Mass: 483.19402560
• Heavy Atom Count: 34
• Complexity: 724

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CCN1C2=CC=CC=C2SC(C(C1=O)OC(=O)CCCN=[N+]=[N-])C3=CC=C(C=C3)OC
• Isomeric SMILES: CN(C)CCN1C2=CC=CC=C2S[C@H]([C@H](C1=O)OC(=O)CCCN=[N+]=[N-])C3=CC=C(C=C3)OC

Technology Process of 3-(4-Azidobutyryloxy)diltiazem

There total 2 articles about 3-(4-Azidobutyryloxy)diltiazem 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:

4-Bromo-butyric acid (2S,3S)-5-(2-dimethylamino-ethyl)-2-(4-methoxy-phenyl)-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-yl ester; hydrochloride (128188-66-9) → 3-(4-azidobutyryloxy)-diltiazem (124305-98-2)

Guidance literature:

With sodium azide; In dimethyl sulfoxide; at 50 ℃; for 24h;

DOI:10.1248/cpb.38.407

Reference yield:

(2S,3S)-5-(2-dimethylaminoethyl)-3-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,5-benzothiazepin-4(5H)-one hydrochloride (75472-91-2) → 3-(4-azidobutyryloxy)-diltiazem (124305-98-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 68.8 percent / CH₂Cl₂; dimethylformamide / 24 h / 50 °C

2: NaN₃ / dimethylsulfoxide / 24 h / 50 °C

With sodium azide; In dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1248/cpb.38.407

upstream raw materials:

4-Bromo-butyric acid (2S,3S)-5-(2-dimethylamino-ethyl)-2-(4-methoxy-phenyl)-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-yl ester; hydrochloride

(2S,3S)-5-(2-dimethylaminoethyl)-3-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,5-benzothiazepin-4(5H)-one hydrochloride