Cryptophycin 31

Base Information

• Chemical Name: Cryptophycin 31
• CAS No.: 171674-92-3
• Molecular Formula: C₃₅H₄₂Cl₂N₂O₈
• Molecular Weight: 689.633
• DSSTox Substance ID: DTXSID401335292
• Nikkaji Number: J833.402A
• Wikidata: Q77380716
• Metabolomics Workbench ID: 112490
• Mol file: 171674-92-3.mol

Synonyms:Cryptophycin 31;Cryptophycin-31;JZEHVSOMRIGJDV-GBGDOJRGSA-N;DTXSID401335292;171674-92-3

Chemical Property of Cryptophycin 31

Chemical Property:

• XLogP3: 6.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 8
• Exact Mass: 688.2318217
• Heavy Atom Count: 47
• Complexity: 1100

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Cryptophycin
• Canonical SMILES: CC1CNC(=O)C(NC(=O)C=CCC(OC(=O)C(OC1=O)CC(C)C)C(C)C2C(O2)C3=CC=CC=C3)CC4=CC(=C(C(=C4)Cl)OC)Cl
• Isomeric SMILES: C[C@@H]1CNC(=O)[C@H](NC(=O)/C=C/C[C@H](OC(=O)[C@@H](OC1=O)CC(C)C)[C@H](C)[C@@H]2[C@H](O2)C3=CC=CC=C3)CC4=CC(=C(C(=C4)Cl)OC)Cl

Technology Process of Cryptophycin 31

There total 3 articles about Cryptophycin 31 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:

cryptophycin-23 + methyl iodide (74-88-4) → cryptophycin-31 (171674-92-3)

Guidance literature:

With potassium carbonate; In acetone; at 70 ℃; for 4h;

DOI:10.1021/ja00154a002

Reference yield:

cryptophycin-1 (124689-65-2) → cryptophycin-27 (168569-15-1) + cryptophycin-31 (171674-92-3)

Guidance literature:

cryptophycin-1; With hydrogenchloride; In 1,2-dimethoxyethane; at 20 ℃; for 18h;

With potassium carbonate; In 1,2-dimethoxyethane; for 2h;

DOI:10.1021/np0499665

Reference yield:

cryptophycin C (124689-64-1) → cryptophycin-31 (171674-92-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1.2 mg / m-chloroperbenzoic acid / CH₂Cl₂ / 2 h / 60 °C

2.1: aq. HCl / 1,2-dimethoxy-ethane / 18 h / 20 °C

2.2: 433 mg / K₂CO₃ / 1,2-dimethoxy-ethane / 2 h

With hydrogenchloride; 3-chloro-benzenecarboperoxoic acid; In 1,2-dimethoxyethane; dichloromethane;

DOI:10.1021/np0499665

upstream raw materials:

methyl iodide

cryptophycin-1

cryptophycin C

Downstream raw materials:

cryptophycin-27

Refernces

• 1、 Golakoti, Trimurtulu,Ogino, Junichi,Heltzel, Carl E.,Le Husebo, Trang,Jensen, Craig M.,Larsen, Linda K.,Patterson, Gregory M. L.,Moore, Richard E.,Mooberry, Susan L.,Corbett, Thomas H.,Valeriote, Frederick A.. "Structure determination, conformational analysis, chemical stability studies, and antitumor evaluation of the cryptophycins. Isolation of 18 new analogs from Nostoc sp. strain GSV 224". . p. 12030 - 12049. Retrieved 2007/10/03.