(2R,3R,4R,5R)-1-(benzyloxycarbonyl)-2-(4-methoxyphenyl)-5-methylpyrrolidine-3,4-diyl diacetate

Base Information

Chemical Name:(2R,3R,4R,5R)-1-(benzyloxycarbonyl)-2-(4-methoxyphenyl)-5-methylpyrrolidine-3,4-diyl diacetate
CAS No.:934638-89-8
Molecular Formula:C₂₄H₂₇NO₇
Molecular Weight:441.481
Hs Code.:

Synonyms:(2R,3R,4R,5R)-1-(benzyloxycarbonyl)-2-(4-methoxyphenyl)-5-methylpyrrolidine-3,4-diyl diacetate

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Chemical Property of (2R,3R,4R,5R)-1-(benzyloxycarbonyl)-2-(4-methoxyphenyl)-5-methylpyrrolidine-3,4-diyl diacetate

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Technology Process of (2R,3R,4R,5R)-1-(benzyloxycarbonyl)-2-(4-methoxyphenyl)-5-methylpyrrolidine-3,4-diyl diacetate

There total 10 articles about (2R,3R,4R,5R)-1-(benzyloxycarbonyl)-2-(4-methoxyphenyl)-5-methylpyrrolidine-3,4-diyl diacetate 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: 90.0%

: (2R,3R,4R)-4-(benzyloxycarbonylamino)-1-(4-methoxyphenyl)-pentane-2,3-diyl diacetate

: 934638-89-8
(2R,3R,4R,5R)-1-(benzyloxycarbonyl)-2-(4-methoxyphenyl)-5-methylpyrrolidine-3,4-diyl diacetate

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In acetonitrile; at 80 ℃; for 4h; Solvent; stereoselective reaction; Inert atmosphere;
DOI:10.1021/acs.joc.5b02275

Reference yield: 81.0%

: (2R,3R,4R)-4-(benzyloxycarbonylamino)-1-(4-methoxyphenyl)pentane-1,2,3-triyl triacetate

: 934638-89-8
(2R,3R,4R,5R)-1-(benzyloxycarbonyl)-2-(4-methoxyphenyl)-5-methylpyrrolidine-3,4-diyl diacetate

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1021/jo061940q

Reference yield:

: 105499-10-3,111955-03-4,141884-07-3,82353-55-7
(R)-benzyl-(1-methyl-2-oxoethyl)carbamate

: 934638-89-8
(2R,3R,4R,5R)-1-(benzyloxycarbonyl)-2-(4-methoxyphenyl)-5-methylpyrrolidine-3,4-diyl diacetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1.4 g / CH₂Cl₂ / 4 h / 20 °C

2.1: AD-mix-β; OsO4; (DHQD)2PHAL / NaHCO3; MeSO2NH2 / 2-methyl-propan-2-ol; H2O / 15 h / 0 °C

2.2: NaBH₄ / methanol / 1.5 h / 0 °C

2.3: 0.75 g / Et₃N; 4-dimethylaminopyridine / CH₂Cl₂ / 16 h / 20 °C

3.1: 81 percent / CF₃COOH / CH₂Cl₂ / 4 h / 20 °C

With osmium(VIII) oxide; AD-mix-β; 1,4-bis(9-O-dihydroquinidine)phthalazine; trifluoroacetic acid; methanesulfonamide; sodium hydrogencarbonate; In dichloromethane; water; tert-butyl alcohol; 1.1: Wittig olefination;
DOI:10.1021/jo061940q