(3S,10R,16S)-16-((1S)-1-{(2R,3R)-3-[4-(chloromethyl)phenyl]oxiranyl}ethyl)-3-isobutyl-10-(4-methoxybenzyl)-1-oxa-4,8,11-triazacyclohexadec-13-ene-2,5,9,12-tetraone

Base Information

Chemical Name:(3S,10R,16S)-16-((1S)-1-{(2R,3R)-3-[4-(chloromethyl)phenyl]oxiranyl}ethyl)-3-isobutyl-10-(4-methoxybenzyl)-1-oxa-4,8,11-triazacyclohexadec-13-ene-2,5,9,12-tetraone
CAS No.:916452-58-9
Molecular Formula:C₃₅H₄₄ClN₃O₇
Molecular Weight:654.203
Hs Code.:

(3S,10R,16S)-16-((1S)-1-{(2R,3R)-3-[4-(chloromethyl)phenyl]oxiranyl}ethyl)-3-isobutyl-10-(4-methoxybenzyl)-1-oxa-4,8,11-triazacyclohexadec-13-ene-2,5,9,12-tetraone

Synonyms:(3S,10R,16S)-16-((1S)-1-{(2R,3R)-3-[4-(chloromethyl)phenyl]oxiranyl}ethyl)-3-isobutyl-10-(4-methoxybenzyl)-1-oxa-4,8,11-triazacyclohexadec-13-ene-2,5,9,12-tetraone

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Chemical Property of (3S,10R,16S)-16-((1S)-1-{(2R,3R)-3-[4-(chloromethyl)phenyl]oxiranyl}ethyl)-3-isobutyl-10-(4-methoxybenzyl)-1-oxa-4,8,11-triazacyclohexadec-13-ene-2,5,9,12-tetraone

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Technology Process of (3S,10R,16S)-16-((1S)-1-{(2R,3R)-3-[4-(chloromethyl)phenyl]oxiranyl}ethyl)-3-isobutyl-10-(4-methoxybenzyl)-1-oxa-4,8,11-triazacyclohexadec-13-ene-2,5,9,12-tetraone

There total 6 articles about (3S,10R,16S)-16-((1S)-1-{(2R,3R)-3-[4-(chloromethyl)phenyl]oxiranyl}ethyl)-3-isobutyl-10-(4-methoxybenzyl)-1-oxa-4,8,11-triazacyclohexadec-13-ene-2,5,9,12-tetraone 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: 50.0%

: 916452-57-8
(3S,10R,16S)-16-{(1R)-3-[4-(chloromethyl)phenyl]-1-methylallyl}-3-isobutyl-10-(4-methoxybenzyl)-1-oxa-4,8,11-triazacyclohexadec-13-ene-2,5,9,12-tetraone

: 916452-58-9
(3S,10R,16S)-16-((1S)-1-{(2R,3R)-3-[4-(chloromethyl)phenyl]oxiranyl}ethyl)-3-isobutyl-10-(4-methoxybenzyl)-1-oxa-4,8,11-triazacyclohexadec-13-ene-2,5,9,12-tetraone

: 16-{1-[3-(4-chloromethyl-phenyl)-oxiranyl]-ethyl}-3-isobutyl-10-(4-methoxy-benzyl)-1-oxa-4,8,11-triaza-cyclohexadec-13-ene-2,5,9,12-tetraone

Guidance literature:: With 3,3-dimethyldioxirane; In methanol; dichloromethane; acetone; at -30 ℃; for 5h;
DOI:10.1016/j.bmc.2006.07.019

Reference yield:

: 916452-44-3
(3S,10R,16S)-3-isobutyl-10-(4-methoxybenzyl)-16-[(1R)-1-methylallyl]-1-oxa-4,8,11-triazacyclohexadec-13-ene-2,5,9,12-tetraone

: 916452-58-9
(3S,10R,16S)-16-((1S)-1-{(2R,3R)-3-[4-(chloromethyl)phenyl]oxiranyl}ethyl)-3-isobutyl-10-(4-methoxybenzyl)-1-oxa-4,8,11-triazacyclohexadec-13-ene-2,5,9,12-tetraone

Guidance literature:: Multi-step reaction with 5 steps

1: 54 percent / PPh₃; tetra-n-butylammonium chloride; NaHCO₃ / Pd(OAc)2 / dimethylformamide; H₂O / 40 h / 80 °C

2: 72 percent / aq. HCl / methanol / 3 h / 0 °C

3: 2,4,6-collidine / dimethylformamide / 0.25 h

4: 5.7 mg / LiCl / dimethylformamide / 6 h

5: 50 percent / dimethyldioxirane / CH₂Cl₂; methanol; acetone / 5 h / -30 °C

With 2,4,6-trimethyl-pyridine; hydrogenchloride; tetrabutyl-ammonium chloride; 3,3-dimethyldioxirane; sodium hydrogencarbonate; triphenylphosphine; lithium chloride; palladium diacetate; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; 1: Heck reaction;
DOI:10.1016/j.bmc.2006.07.019

Reference yield:

: 2-amino-4-methyl-pentanoic acid 1-{3-[1-(2-carboxy-ethylcarbamoyl)-2-(4-methoxy-phenyl)-ethylcarbamoyl]-allyl}-2-methyl-but-3-enyl ester; hydrochloride

: 916452-58-9
(3S,10R,16S)-16-((1S)-1-{(2R,3R)-3-[4-(chloromethyl)phenyl]oxiranyl}ethyl)-3-isobutyl-10-(4-methoxybenzyl)-1-oxa-4,8,11-triazacyclohexadec-13-ene-2,5,9,12-tetraone

Guidance literature:: Multi-step reaction with 6 steps

1: 10 mg / diphenylphosphoryl azide; NaHCO₃ / dimethylformamide / 10 h / 0 °C

2: 54 percent / PPh₃; tetra-n-butylammonium chloride; NaHCO₃ / Pd(OAc)2 / dimethylformamide; H₂O / 40 h / 80 °C

3: 72 percent / aq. HCl / methanol / 3 h / 0 °C

4: 2,4,6-collidine / dimethylformamide / 0.25 h

5: 5.7 mg / LiCl / dimethylformamide / 6 h

6: 50 percent / dimethyldioxirane / CH₂Cl₂; methanol; acetone / 5 h / -30 °C

With 2,4,6-trimethyl-pyridine; hydrogenchloride; diphenylphosphoranyl azide; tetrabutyl-ammonium chloride; 3,3-dimethyldioxirane; sodium hydrogencarbonate; triphenylphosphine; lithium chloride; palladium diacetate; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; 2: Heck reaction;
DOI:10.1016/j.bmc.2006.07.019