(4R,5S)-5-((R)-1-(benzyloxy)-4-hydroxybutyl)-N-methoxy-N,2,2-trimethyl-1,3-dioxolane-4-carboxamide

Base Information

Chemical Name:(4R,5S)-5-((R)-1-(benzyloxy)-4-hydroxybutyl)-N-methoxy-N,2,2-trimethyl-1,3-dioxolane-4-carboxamide
CAS No.:1312103-54-0
Molecular Formula:C₁₉H₂₉NO₆
Molecular Weight:367.442
Hs Code.:

Synonyms:(4R,5S)-5-((R)-1-(benzyloxy)-4-hydroxybutyl)-N-methoxy-N,2,2-trimethyl-1,3-dioxolane-4-carboxamide

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Chemical Property of (4R,5S)-5-((R)-1-(benzyloxy)-4-hydroxybutyl)-N-methoxy-N,2,2-trimethyl-1,3-dioxolane-4-carboxamide

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Technology Process of (4R,5S)-5-((R)-1-(benzyloxy)-4-hydroxybutyl)-N-methoxy-N,2,2-trimethyl-1,3-dioxolane-4-carboxamide

There total 4 articles about (4R,5S)-5-((R)-1-(benzyloxy)-4-hydroxybutyl)-N-methoxy-N,2,2-trimethyl-1,3-dioxolane-4-carboxamide 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:

: C₁₉H₂₇NO₆

: 1312103-55-1
(R)-4-(benzyloxy)-4-((4S,5S)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)butan-1-ol

: 1312103-54-0
(4R,5S)-5-((R)-1-(benzyloxy)-4-hydroxybutyl)-N-methoxy-N,2,2-trimethyl-1,3-dioxolane-4-carboxamide

Guidance literature:: C₁₉H₂₇NO₆; With sodium tetrahydroborate; In methanol; at -78 ℃; for 1h;

With water; In methanol; at -78 ℃;
DOI:10.1016/j.tet.2011.03.102

Reference yield:

: 100-39-0
benzyl bromide

: 1312103-55-1
(R)-4-(benzyloxy)-4-((4S,5S)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)butan-1-ol

: 1312103-54-0
(4R,5S)-5-((R)-1-(benzyloxy)-4-hydroxybutyl)-N-methoxy-N,2,2-trimethyl-1,3-dioxolane-4-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: silver(l) oxide / toluene / 12 h / Reflux

2.1: ozone / methanol; dichloromethane / -78 °C

2.2: 1 h / -78 - 0 °C

3.1: sodium tetrahydroborate / methanol / 1 h / -78 °C

3.2: -78 °C

With sodium tetrahydroborate; ozone; silver(l) oxide; In methanol; dichloromethane; toluene;
DOI:10.1016/j.tet.2011.03.102

Reference yield:

: 1053694-92-0
(4R,5S)-5-((R)-1-hydroxypent-4-en-1-yl)-N-methoxy-N,2,2-trimethyl-1,3-dioxolane-4-carboxamide

: 1312103-55-1
(R)-4-(benzyloxy)-4-((4S,5S)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)butan-1-ol

: 1312103-54-0
(4R,5S)-5-((R)-1-(benzyloxy)-4-hydroxybutyl)-N-methoxy-N,2,2-trimethyl-1,3-dioxolane-4-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: silver(l) oxide / toluene / 12 h / Reflux

2.1: ozone / methanol; dichloromethane / -78 °C

2.2: 1 h / -78 - 0 °C

3.1: sodium tetrahydroborate / methanol / 1 h / -78 °C

3.2: -78 °C

With sodium tetrahydroborate; ozone; silver(l) oxide; In methanol; dichloromethane; toluene;
DOI:10.1016/j.tet.2011.03.102