(R)-2-(benzyloxy)-2-((4S,5R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-morpholinoethanone

Base Information

Chemical Name:(R)-2-(benzyloxy)-2-((4S,5R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-morpholinoethanone
CAS No.:1396124-41-6
Molecular Formula:C₁₉H₂₇NO₆
Molecular Weight:365.426
Hs Code.:

Synonyms:(R)-2-(benzyloxy)-2-((4S,5R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-morpholinoethanone

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Chemical Property of (R)-2-(benzyloxy)-2-((4S,5R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-morpholinoethanone

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Technology Process of (R)-2-(benzyloxy)-2-((4S,5R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-morpholinoethanone

There total 2 articles about (R)-2-(benzyloxy)-2-((4S,5R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-morpholinoethanone 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%

: 1396124-22-3
C₁₉H₂₅NO₆

: 1396124-41-6
(R)-2-(benzyloxy)-2-((4S,5R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-morpholinoethanone

Guidance literature:: With sodium tetrahydroborate; In methanol; at 0 ℃; for 0.5h;
DOI:10.1016/j.carres.2012.06.005

Reference yield:

: 1188522-27-1
1-morpholino-(2-O-benzyl-3,4:5,6-di-O-isopropylidene)-D-gluconamide

: 1396124-41-6
(R)-2-(benzyloxy)-2-((4S,5R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-morpholinoethanone

Guidance literature:: Multi-step reaction with 3 steps

1: zinc(II) nitrate hexahydrate / acetonitrile / 7 h / 50 °C

2: sodium hydrogencarbonate; sodium periodate / water; dichloromethane / 0 - 20 °C

3: sodium tetrahydroborate / methanol / 0.5 h / 0 °C

With sodium tetrahydroborate; sodium periodate; zinc(II) nitrate hexahydrate; sodium hydrogencarbonate; In methanol; dichloromethane; water; acetonitrile;
DOI:10.1016/j.carres.2012.06.005

Reference yield: 70.0%

: 1396124-41-6
(R)-2-(benzyloxy)-2-((4S,5R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-morpholinoethanone

: 100-39-0
benzyl bromide

: 1396124-42-7
(R)-2-(benzyloxy)-2-((4S,5R)-5-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-morpholinoethanone

Guidance literature:: (R)-2-(benzyloxy)-2-((4S,5R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-morpholinoethanone; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.166667h;

benzyl bromide; In N,N-dimethyl-formamide; at 0 - 20 ℃;
DOI:10.1016/j.carres.2012.06.005