Didemnin A

Base Information

• Chemical Name: Didemnin A
• CAS No.: 77327-04-9
• Molecular Formula: C49H78 N6 O12
• Molecular Weight: 943.191
• UNII: 4LSZ9C5HOB
• Wikidata: Q27260029
• Metabolomics Workbench ID: 139465
• ChEMBL ID: CHEMBL499943
• Mol file: 77327-04-9.mol

Synonyms:didemnin A;didemnin A, N-(1-(2-hydroxy-1-oxopropyl)-L-prolyl)-, (S)-;didemnin A, N-(2-hydroxy-1-oxopropyl)-, (S)-;didemnin B;didemnin C;didemnin D;didemnin E;didemnins;NSC 325319;oncoprecipitin A

Chemical Property of Didemnin A

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 1134.93°C at 760 mmHg
• Flash Point: 640.182°C
• PSA: 239.08000
• Density: 1.199g/cm³
• LogP: 4.02090
• XLogP3: 5.8
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 13
• Exact Mass: 942.56777194
• Heavy Atom Count: 67
• Complexity: 1700

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)C1C(CC(=O)OC(C(=O)C(C(=O)NC(C(=O)N2CCCC2C(=O)N(C(C(=O)OC(C(C(=O)N1)NC(=O)C(CC(C)C)NC)C)CC3=CC=C(C=C3)OC)C)CC(C)C)C)C(C)C)O
• Isomeric SMILES: CC[C@H](C)[C@@H]1[C@H](CC(=O)O[C@H](C(=O)[C@@H](C(=O)N[C@H](C(=O)N2CCC[C@H]2C(=O)N([C@H](C(=O)O[C@@H]([C@@H](C(=O)N1)NC(=O)[C@@H](CC(C)C)NC)C)CC3=CC=C(C=C3)OC)C)CC(C)C)C)C(C)C)O

Technology Process of Didemnin A

There total 59 articles about Didemnin A 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: 100.0%

N-Z-didemnin A (110720-12-2) → Didemnin A (77327-04-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In hydrogenchloride; acetic acid; at 20 ℃; for 5h; under 750.06 Torr;

DOI:10.1055/s-1991-26448

Reference yield: 98.0%

cyclo-[N(Me)-O(Me)-Tyr-O-[Boc-(R)-N(Me)-Leu->-Thr-Ist(TBDMS)-Hip-Leu-Pro-> (185461-50-1) → Didemnin A (77327-04-9)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 3h;

DOI:10.1021/ja00184a041

Reference yield: 88.0%

C57H84N6O14 (110720-12-2,110772-05-9) → didemnin A (77327-04-9)

Guidance literature:

With hydrogen; palladium on activated charcoal;

DOI:10.1021/ja00256a046

upstream raw materials:

N-Z-didemnin A

cyclo-[N(Me)-O(Me)-Tyr-O-[Boc-(R)-N(Me)-Leu->-Thr-Ist(TBDMS)-Hip-Leu-Pro->

Z-D-Leu-OH

N-methyl-N-(benzyloxycarbonyl)-D-leucine

Downstream raw materials:

didemnin B

didemnin C

didemnin B

didemnin B