Cryptophycin 46

Base Information

• Chemical Name: Cryptophycin 46
• CAS No.: 162679-35-8
• Molecular Formula: C35H43 Cl N2 O7
• Molecular Weight: 639.189
• DSSTox Substance ID: DTXSID001046154
• Nikkaji Number: J833.398J
• Wikidata: Q77382361
• Metabolomics Workbench ID: 112255
• ChEMBL ID: CHEMBL492459
• Mol file: 162679-35-8.mol

Synonyms:cryptophycin 46;cryptophycin-46

Chemical Property of Cryptophycin 46

Chemical Property:

• XLogP3: 7.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 8
• Exact Mass: 638.2758794
• Heavy Atom Count: 45
• Complexity: 1040

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)C=CC2=CC=CC=C2)CC3=CC(=C(C=C3)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=C/C2=CC=CC=C2)CC3=CC(=C(C=C3)OC)Cl

Technology Process of Cryptophycin 46

There total 1 articles about Cryptophycin 46 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: 62.0%

(S)-2-((R)-3-Amino-2-methyl-propionyloxy)-4-methyl-pentanoic acid (E)-(1S,2R)-1-{(E)-3-[(S)-1-carboxy-2-(4-methoxy-phenyl)-ethylcarbamoyl]-allyl}-2-methyl-4-phenyl-but-3-enyl ester → (E)-(3S,6R,10S,16S)-10-(3-Chloro-4-methoxy-benzyl)-3-isobutyl-6-methyl-16-((E)-(R)-1-methyl-3-phenyl-allyl)-1,4-dioxa-8,11-diaza-cyclohexadec-13-ene-2,5,9,12-tetraone (162679-35-8)

Guidance literature:

With pentafluorophenyl diphenyl-phosphinate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 25 ℃; for 2.5h;

DOI:10.1021/ja00114a011

Reference yield:

(E)-(3S,6R,10S,16S)-10-(3-Chloro-4-methoxy-benzyl)-3-isobutyl-6-methyl-16-((E)-(R)-1-methyl-3-phenyl-allyl)-1,4-dioxa-8,11-diaza-cyclohexadec-13-ene-2,5,9,12-tetraone (162679-35-8) → cryptophycin-12 (155379-98-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.1 mg / m-chloroperbenzoic acid / CH₂Cl₂ / 96 h / Ambient temperature

2: aq. NaOH / acetone / 5 h / Ambient temperature

With sodium hydroxide; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; acetone;

DOI:10.1021/ja00090a020

Reference yield:

(E)-(3S,6R,10S,16S)-10-(3-Chloro-4-methoxy-benzyl)-3-isobutyl-6-methyl-16-((E)-(R)-1-methyl-3-phenyl-allyl)-1,4-dioxa-8,11-diaza-cyclohexadec-13-ene-2,5,9,12-tetraone (162679-35-8) → cryptophycin F methyl ester

Guidance literature:

Multi-step reaction with 3 steps

1: 0.1 mg / m-chloroperbenzoic acid / CH₂Cl₂ / 96 h / Ambient temperature

2: aq. NaOH / acetone / 5 h / Ambient temperature

With sodium hydroxide; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; acetone;

DOI:10.1021/ja00090a020

Downstream raw materials:

cryptophycin-12

cryptophycin-10

cryptophycin-9