Cryptophycin 52

Base Information

Chemical Name:Cryptophycin 52
CAS No.:186256-67-7
Molecular Formula:C36H45 Cl N2 O8
Molecular Weight:669.215
Hs Code.:
UNII:I7FQ5A183L
DSSTox Substance ID:DTXSID201046100
Nikkaji Number:J991.829I
Wikidata:Q27280542
NCI Thesaurus Code:C1826
ChEMBL ID:CHEMBL316640
Mol file:186256-67-7.mol

Synonyms:cryptophycin 52;cryptophycin-52;LY 355703;LY-355703;LY355703

Suppliers and Price of Cryptophycin 52

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 1 raw suppliers

Chemical Property of Cryptophycin 52

Chemical Property:

PSA：132.56000
LogP:5.78170
XLogP3:6.5
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:8
Exact Mass:668.2864441
Heavy Atom Count:47
Complexity:1120

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

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)C3C(O3)C4=CC=CC=C4
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]3[C@H](O3)C4=CC=CC=C4

Technology Process of Cryptophycin 52

There total 66 articles about Cryptophycin 52 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: 94.0%

: 270901-32-1
(E)-(3S,10R,16S)-10-(3-Chloro-4-methoxy-benzyl)-16-((1R,2R,3R)-2,3-dihydroxy-1-methyl-3-phenyl-propyl)-3-isobutyl-6,6-dimethyl-1,4-dioxa-8,11-diaza-cyclohexadec-13-ene-2,5,9,12-tetraone

: 186256-67-7
cryptophycin 52

Guidance literature:: (E)-(3S,10R,16S)-10-(3-Chloro-4-methoxy-benzyl)-16-((1R,2R,3R)-2,3-dihydroxy-1-methyl-3-phenyl-propyl)-3-isobutyl-6,6-dimethyl-1,4-dioxa-8,11-diaza-cyclohexadec-13-ene-2,5,9,12-tetraone; With pyridinium p-toluenesulfonate; trimethyl orthoformate; In dichloromethane; at 20 ℃; for 2h;

With Acetyl bromide; In dichloromethane; at 20 ℃; for 4h;

With tetrabutylammomium bromide; potassium hydrogencarbonate; In 1,2-dimethoxyethane; at 40 ℃; for 27h;
DOI:10.1002/chem.200500282

Reference yield: 77.3%

: 186256-69-9
cryptophycin 55

: 186256-67-7
cryptophycin 52

Guidance literature:: With potassium carbonate; In water; acetonitrile; at 20 ℃; for 4h;
DOI:10.1016/j.ejmech.2020.112364

Reference yield:

: 162599-95-3
(R)-3-(3-Chloro-4-methoxy-phenyl)-2-((2E,7E)-(5S,6R)-5-hydroxy-6-methyl-8-phenyl-octa-2,7-dienoylamino)-propionic acid 2,2,2-trichloro-ethyl ester

: 186256-67-7
cryptophycin 52

Guidance literature:: Multi-step reaction with 3 steps

1.1: Oxone(R); 1,2:4,5-di-O-(Me2C)-β-D-erythro-hexo-2,3-diulo-2,6-pyranose; potassium carbonate / tetra-n-butylammonium hydrogen sulfate; ethylenediaminetetraacetic acid disodium salt / acetonitrile; H2O / 2 h / 0 °C / pH 10.3 - 10.7

2.1: 4-(dimethylamino)pyridine / CH₂Cl₂

2.2: 1,3-dicyclohexylcarbodiimide / CH₂Cl₂

3.1: piperidine / dimethylformamide / 16 h

With piperidine; dmap; oxone; Shi's ketone; potassium carbonate; tetra(n-butyl)ammonium hydrogensulfate; disodium ethylenediaminetetraacetic acid; In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 1.1: Shi epoxidation;
DOI:10.1021/ol025933+