11-Oxa-2,4,9-triazatridec-2-enoic acid, 8-[(methoxymethylamino)carbonyl]-3-[[(4-methoxy-2,3,6-trimethylphenyl) sulfonyl]amino]-12,12-dimethyl-10-oxo-, 1,1-dimethylethyl ester, (8S)-

Base Information

Chemical Name:11-Oxa-2,4,9-triazatridec-2-enoic acid, 8-[(methoxymethylamino)carbonyl]-3-[[(4-methoxy-2,3,6-trimethylphenyl) sulfonyl]amino]-12,12-dimethyl-10-oxo-, 1,1-dimethylethyl ester, (8S)-
CAS No.:183442-79-7
Molecular Formula:C28H47N5O9S
Molecular Weight:629.775
Hs Code.:

11-Oxa-2,4,9-triazatridec-2-enoic acid,
8-[(methoxymethylamino)carbonyl]-3-[[(4-methoxy-2,3,6-trimethylphenyl)
sulfonyl]amino]-12,12-dimethyl-10-oxo-, 1,1-dimethylethyl ester, (8S)-

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Chemical Property of 11-Oxa-2,4,9-triazatridec-2-enoic acid, 8-[(methoxymethylamino)carbonyl]-3-[[(4-methoxy-2,3,6-trimethylphenyl) sulfonyl]amino]-12,12-dimethyl-10-oxo-, 1,1-dimethylethyl ester, (8S)-

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Technology Process of 11-Oxa-2,4,9-triazatridec-2-enoic acid, 8-[(methoxymethylamino)carbonyl]-3-[[(4-methoxy-2,3,6-trimethylphenyl) sulfonyl]amino]-12,12-dimethyl-10-oxo-, 1,1-dimethylethyl ester, (8S)-

There total 4 articles about 11-Oxa-2,4,9-triazatridec-2-enoic acid, 8-[(methoxymethylamino)carbonyl]-3-[[(4-methoxy-2,3,6-trimethylphenyl) sulfonyl]amino]-12,12-dimethyl-10-oxo-, 1,1-dimethylethyl ester, (8S)- 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: 80.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 142801-55-6
N-α-(t-butyloxycarbonyl)-N'-ω'-(4-methoxy-2,3,6-trimethylbenzenesulfonyl)-L-arginine-N,O-dimethylhydroxyamide

: 183442-79-7
[(S)-4-{[[(Z)-tert-Butoxycarbonylimino]-(4-methoxy-2,3,6-trimethyl-benzenesulfonylamino)-methyl]-amino}-1-(methoxy-methyl-carbamoyl)-butyl]-carbamic acid tert-butyl ester

Guidance literature:: With dmap;
DOI:10.1021/ja00042a053

Reference yield: 66.0%

: 952065-36-0
N-α,N'-ω'-di(t-butyloxycarbonyl)-N-ω-(4-methoxy-2,3,6-trimethylbenzenesulfonyl)-arginine

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 183442-79-7
N-α,N'-ω'-di(t-butyloxycarbonyl)-N-ω-(4-methoxy-2,3,6-trimethylbenzenesulfonyl)-L-arginine-N,O-dimethylhydroxyamide

Guidance literature:: With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In dichloromethane; at 20 ℃; for 3h;
DOI:10.1016/j.tet.2007.06.082

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 183442-79-7
N-α,N'-ω'-di(t-butyloxycarbonyl)-N-ω-(4-methoxy-2,3,6-trimethylbenzenesulfonyl)-L-arginine-N,O-dimethylhydroxyamide

Guidance literature:: Multi-step reaction with 2 steps

1: 66 percent / NaH / CH₂Cl₂ / 18 h / 20 °C

2: 66 percent / triethylamine; BOP / CH₂Cl₂ / 3 h / 20 °C

With sodium hydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In dichloromethane; 2: Weinreb amidation;
DOI:10.1016/j.tet.2007.06.082