1,4-Dioxa-8,11-diazacyclohexadec-13-ene-2,5,9,12-tetrone, 10-[(3-chloro-4-methoxyphenyl)methyl]-16-[(1R)-2,3-dihydroxy-1-methyl- 3-phenylpropyl]-6,6-dimethyl-3-(2-methylpropyl)-, (3S,10R,13E,16S)-

Base Information

• Chemical Name: 1,4-Dioxa-8,11-diazacyclohexadec-13-ene-2,5,9,12-tetrone, 10-[(3-chloro-4-methoxyphenyl)methyl]-16-[(1R)-2,3-dihydroxy-1-methyl- 3-phenylpropyl]-6,6-dimethyl-3-(2-methylpropyl)-, (3S,10R,13E,16S)-
• CAS No.: 214463-38-4
• Molecular Formula: C36H47ClN2O9
• Molecular Weight: 687.23
• Mol file: 214463-38-4.mol

Synonyms:

Chemical Property of 1,4-Dioxa-8,11-diazacyclohexadec-13-ene-2,5,9,12-tetrone, 10-[(3-chloro-4-methoxyphenyl)methyl]-16-[(1R)-2,3-dihydroxy-1-methyl- 3-phenylpropyl]-6,6-dimethyl-3-(2-methylpropyl)-, (3S,10R,13E,16S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,4-Dioxa-8,11-diazacyclohexadec-13-ene-2,5,9,12-tetrone, 10-[(3-chloro-4-methoxyphenyl)methyl]-16-[(1R)-2,3-dihydroxy-1-methyl- 3-phenylpropyl]-6,6-dimethyl-3-(2-methylpropyl)-, (3S,10R,13E,16S)-

There total 2 articles about 1,4-Dioxa-8,11-diazacyclohexadec-13-ene-2,5,9,12-tetrone, 10-[(3-chloro-4-methoxyphenyl)methyl]-16-[(1R)-2,3-dihydroxy-1-methyl- 3-phenylpropyl]-6,6-dimethyl-3-(2-methylpropyl)-, (3S,10R,13E,16S)- 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: 72.0%

cryptophycin 53 (186256-68-8) → (E)-(3S,10R,16S)-10-(3-Chloro-4-methoxy-benzyl)-16-((R)-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 (214463-38-4)

Guidance literature:

With perchloric acid; In 1,2-dimethoxyethane; at 20 ℃; for 6h;

DOI:10.1021/jm0203884

Reference yield:

cryptophycin-51 (186256-66-6) → (E)-(3S,10R,16S)-10-(3-Chloro-4-methoxy-benzyl)-16-((R)-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 (214463-38-4)

Guidance literature:

Multi-step reaction with 2 steps

1: m-chloroperbenzoic acid / CH₂Cl₂ / 20 °C

2: 72 percent / aq. perchloric acid / 1,2-dimethoxy-ethane / 6 h / 20 °C

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

DOI:10.1021/jm0203884

Reference yield: 98.0%

(E)-(3S,10R,16S)-10-(3-Chloro-4-methoxy-benzyl)-16-((R)-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 (214463-38-4) → cyclo[2,2-dimethyl-β-alanyl-(2S)-2-hydroxy-4-methylpentanoyl-(2E,5S,6S)-5-hydroxy-6-methyl-7-oxo-2-heptenoyl-3-chloro-O-methyl-D-tyrosyl] (204397-62-6)

Guidance literature:

With sodium periodate; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/jm0203884

upstream raw materials:

cryptophycin 53

cryptophycin-51

Downstream raw materials:

cyclo[2,2-dimethyl-β-alanyl-(2S)-2-hydroxy-4-methylpentanoyl-(2E,5S,6S)-5-hydroxy-6-methyl-7-oxo-2-heptenoyl-3-chloro-O-methyl-D-tyrosyl]

cyclo[2,2-dimethyl-β-alanyl-(2S)-2-hydroxy-4-methylpentanoyl-(2E,5S,6R,7E)-5-hydroxy-6-methyl-8-(2-methyl-5-thiazolyl)-2,7-octadienoyl-3-chloro-O-methyl-D-tyrosyl]

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

cyclo[2,2-dimethyl-β-alanyl-(2S)-2-hydroxy-4-methylpentanoyl-(2E,5S,6R,7E)-5-hydroxy-6-methyl-8-(3-methylphenyl)-2,7-octadienoyl-3-chloro-O-methyl-D-tyrosyl]