Cryptophycin 55

Base Information

• Chemical Name: Cryptophycin 55
• CAS No.: 186256-69-9
• Molecular Weight: 705.68262
• DSSTox Substance ID: DTXSID501046680
• Nikkaji Number: J991.830B
• ChEMBL ID: CHEMBL263425
• Mol file: 186256-69-9.mol

Synonyms:CRYPTO 55;cryptophycin 55;cryptophycin-55

Chemical Property of Cryptophycin 55

Chemical Property:

• XLogP3: 6.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 9
• Exact Mass: 704.2631218
• Heavy Atom Count: 48
• Complexity: 1110

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)CC1C(=O)OC(CC=CC(=O)NC(C(=O)NCC(C(=O)O1)(C)C)CC2=CC(=C(C=C2)OC)Cl)C(C)C(C(C3=CC=CC=C3)Cl)O
• Isomeric SMILES: C[C@@H]([C@@H]1C/C=C/C(=O)N[C@@H](C(=O)NCC(C(=O)O[C@H](C(=O)O1)CC(C)C)(C)C)CC2=CC(=C(C=C2)OC)Cl)[C@H]([C@H](C3=CC=CC=C3)Cl)O

Technology Process of Cryptophycin 55

There total 29 articles about Cryptophycin 55 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: 23.3%

cryptophycin 53 (186256-68-8) → cryptophycin 55 (186256-69-9)

Guidance literature:

With chloro-trimethyl-silane; In chloroform; at -60 ℃; for 4h; Inert atmosphere;

DOI:10.1016/j.ejmech.2020.112364

Reference yield:

cryptophycin 52 (186256-67-7) → cryptophycin 55 (186256-69-9)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; dichloromethane; at -50 ℃; for 2h;

Reference yield:

C25H46O2Si2 → cryptophycin 55 (186256-69-9)

Guidance literature:

Multi-step reaction with 8 steps

1.1: pyridinium p-toluenesulfonate / methanol / 1 h / 20 °C

2.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 1 h / 20 °C

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride / acetonitrile / 0.5 h / 20 °C

3.2: 1 h / 20 °C

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C

5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 4 h / 35 °C / Inert atmosphere

6.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

6.2: 1.5 h / 20 °C

7.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 43 h / 20 °C

8.1: chloro-trimethyl-silane / chloroform / 4 h / -60 °C / Inert atmosphere

With dmap; chloro-trimethyl-silane; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; Dess-Martin periodane; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; lithium chloride; In tetrahydrofuran; methanol; dichloromethane; chloroform; acetonitrile;

DOI:10.1016/j.ejmech.2020.112364

upstream raw materials:

cryptophycin 52

tyrosine

(2R)-2-[(tert-butoxycarbonyl)amino]-3-(3-chloro-4-hydroxyphenyl)propanoic acid

methyl (2R)-2-[(tert-butoxycarbonyl)amino]-3-(3-chloro-4-methoxyphenyl)propanoate