(4R,5S)-3-tert-butyl 5-methyl 4-((4-methoxybenzyloxy)methyl)-2,2-dimethoxyoxazolidine-3,5-dicarboxylate

Base Information

Chemical Name:(4R,5S)-3-tert-butyl 5-methyl 4-((4-methoxybenzyloxy)methyl)-2,2-dimethoxyoxazolidine-3,5-dicarboxylate
CAS No.:957146-93-9
Molecular Formula:C₂₁H₂₉NO₈
Molecular Weight:423.463
Hs Code.:

Synonyms:(4R,5S)-3-tert-butyl 5-methyl 4-((4-methoxybenzyloxy)methyl)-2,2-dimethoxyoxazolidine-3,5-dicarboxylate

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Chemical Property of (4R,5S)-3-tert-butyl 5-methyl 4-((4-methoxybenzyloxy)methyl)-2,2-dimethoxyoxazolidine-3,5-dicarboxylate

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Technology Process of (4R,5S)-3-tert-butyl 5-methyl 4-((4-methoxybenzyloxy)methyl)-2,2-dimethoxyoxazolidine-3,5-dicarboxylate

There total 6 articles about (4R,5S)-3-tert-butyl 5-methyl 4-((4-methoxybenzyloxy)methyl)-2,2-dimethoxyoxazolidine-3,5-dicarboxylate 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: 84.0%

: 957146-88-2
(2R,3S)-2-((tert-butoxycarbonyl)amino)-3-hydroxy-4-methoxy-4-oxobutyl 4-methoxybenzoate

: 116-11-0
2-Methoxypropene

: 957146-93-9
(4R,5S)-3-tert-butyl 5-methyl 4-((4-methoxybenzyloxy)methyl)-2,2-dimethoxyoxazolidine-3,5-dicarboxylate

Guidance literature:: With pyridinium p-toluenesulfonate; In toluene; at 110 ℃; for 3h;
DOI:10.1039/b707891a

Reference yield: 36.0%

: 957146-88-2
(2R,3S)-2-((tert-butoxycarbonyl)amino)-3-hydroxy-4-methoxy-4-oxobutyl 4-methoxybenzoate

: 77-76-9
2,2-dimethoxy-propane

: 957146-93-9
(4R,5S)-3-tert-butyl 5-methyl 4-((4-methoxybenzyloxy)methyl)-2,2-dimethoxyoxazolidine-3,5-dicarboxylate

: (2R,3S)-2-(tert-butoxycarbonylamino)-4-methoxy-3-(2-methoxypropan-2-yloxy)-4-oxobutyl 4-methoxybenzoate

Guidance literature:: With toluene-4-sulfonic acid; In benzene; at 95 ℃; for 32h;
DOI:10.1039/b707891a

Reference yield:

: 6941-68-0
allyl 4-methoxybenzoate

: 957146-93-9
(4R,5S)-3-tert-butyl 5-methyl 4-((4-methoxybenzyloxy)methyl)-2,2-dimethoxyoxazolidine-3,5-dicarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: osmium(VIII) oxide / diethyl ether / 0.17 h

1.2: 15.33 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.2: 20 °C

3.1: sodium hydroxide; 1,3-dichloro-5,5-dimethylhydantoin; 1,4-bis(9-O-dihydroquinidine)phthalazine; potassium osmate(VI) dihydrate / water; propan-1-ol / 20 °C

4.1: pyridinium p-toluenesulfonate / toluene / 4 h / 20 - 110 °C / Inert atmosphere

With potassium osmate(VI) dihydrate; osmium(VIII) oxide; n-butyllithium; 1,3-dichloro-5,5-dimethylhydantoin; pyridinium p-toluenesulfonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; sodium hydroxide; In tetrahydrofuran; propan-1-ol; diethyl ether; hexane; water; toluene;
DOI:10.1021/ol401110x