Retinoyl-AZT

Base Information

• Chemical Name: Retinoyl-AZT
• CAS No.: 125780-97-4
• Molecular Formula: C₃₀H₃₉N₅O₅
• Molecular Weight: 549.67
• ChEMBL ID: CHEMBL3392171
• Mol file: 125780-97-4.mol

Synonyms:Retinoyl-AZT;3'-Azido-3'-deoxythymidine-retinoic acid ester;125780-97-4;CHEMBL3392171;[(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)tetrahydrofuran-2-yl]methyl (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenoate

Chemical Property of Retinoyl-AZT

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: g/cm³
• XLogP3: 6.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 10
• Exact Mass: 549.29511936
• Heavy Atom Count: 40
• Complexity: 1260

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CC(=O)OCC2C(CC(O2)N3C=C(C(=O)NC3=O)C)N=[N+]=[N-])C)C
• Isomeric SMILES: CC1=C(C(CCC1)(C)C)/C=C/C(=C/C=C/C(=C/C(=O)OC[C@@H]2[C@H](C[C@@H](O2)N3C=C(C(=O)NC3=O)C)N=[N+]=[N-])/C)/C

Technology Process of Retinoyl-AZT

There total 2 articles about Retinoyl-AZT 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:

all-trans-retinoic-acid (302-79-4) → 3'-azido-3'-deoxy-5'-O-retinoylthimidine (125780-97-4)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl chloride / benzene / 1 h / Ambient temperature

2: 4-(dimethylamino)pyridine (DMAP) / benzene / 3 h / Heating

With dmap; oxalyl dichloride; In benzene;

DOI:10.1021/jm00167a034

Reference yield:

retinoyl chloride (53839-60-4) + 3'-azido-2',3'-deoxythymidine (30516-87-1,399024-19-2) → 3'-azido-3'-deoxy-5'-O-retinoylthimidine (125780-97-4)

Guidance literature:

With dmap; In benzene; for 3h; Yield given; Heating;

DOI:10.1021/jm00167a034

upstream raw materials:

retinoyl chloride

3'-azido-2',3'-deoxythymidine

all-trans-retinoic-acid