(2R,6R/S)-(+)(4-benzyl-6-methoxy-3-oxomorpholin-2-yl)-(R)-hydroxyacetic acid methyl ester

Base Information

Chemical Name:(2R,6R/S)-(+)(4-benzyl-6-methoxy-3-oxomorpholin-2-yl)-(R)-hydroxyacetic acid methyl ester
CAS No.:250137-62-3
Molecular Formula:C₁₅H₁₉NO₆
Molecular Weight:309.319
Hs Code.:

Synonyms:(2R,6R/S)-(+)(4-benzyl-6-methoxy-3-oxomorpholin-2-yl)-(R)-hydroxyacetic acid methyl ester

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Chemical Property of (2R,6R/S)-(+)(4-benzyl-6-methoxy-3-oxomorpholin-2-yl)-(R)-hydroxyacetic acid methyl ester

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Technology Process of (2R,6R/S)-(+)(4-benzyl-6-methoxy-3-oxomorpholin-2-yl)-(R)-hydroxyacetic acid methyl ester

There total 3 articles about (2R,6R/S)-(+)(4-benzyl-6-methoxy-3-oxomorpholin-2-yl)-(R)-hydroxyacetic acid methyl ester 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: 40.0%

: (-)-N-benzyl-N'(2,2-dimethoxyethyl)-(2R,3R)-2,3-di-O-isopropylidenetartamic acid methyl ester

: 250137-62-3
(2R,6R/S)-(+)(4-benzyl-6-methoxy-3-oxomorpholin-2-yl)-(R)-hydroxyacetic acid methyl ester

Guidance literature:: With sulfuric acid; In toluene; for 0.166667h; Heating;
DOI:10.1021/jo9904967

Reference yield:

: 54879-88-8
N-benzyl-2,2-dimethoxyethylamine

: 250137-62-3
(2R,6R/S)-(+)(4-benzyl-6-methoxy-3-oxomorpholin-2-yl)-(R)-hydroxyacetic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 79 percent / bromotripyrrolidinophosphonium hexafluorophosphate; DIPEA / CH₂Cl₂ / 2 h / 20 °C

2: 40 percent / H₂SO₄*SiO₂ / toluene / 0.17 h / Heating

With sulfuric acid; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In dichloromethane; toluene; 1: Acylation / 2: Cyclization;
DOI:10.1021/jo9904967

Reference yield:

: 67812-33-3
(4R,5R)-5-(methoxycarbonyl)-2,2-dimethyl-1,3-dioxolane-4-carboxylic acid

: 250137-62-3
(2R,6R/S)-(+)(4-benzyl-6-methoxy-3-oxomorpholin-2-yl)-(R)-hydroxyacetic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 79 percent / bromotripyrrolidinophosphonium hexafluorophosphate; DIPEA / CH₂Cl₂ / 2 h / 20 °C

2: 40 percent / H₂SO₄*SiO₂ / toluene / 0.17 h / Heating

With sulfuric acid; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In dichloromethane; toluene; 1: Acylation / 2: Cyclization;
DOI:10.1021/jo9904967