benzyl allyl((1R)-2-(benzyloxy)-1-((4R,5R)-5-(1-hydroxyallyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl)carbamate

Base Information

Chemical Name:benzyl allyl((1R)-2-(benzyloxy)-1-((4R,5R)-5-(1-hydroxyallyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl)carbamate
CAS No.:1384579-10-5
Molecular Formula:C₂₈H₃₅NO₆
Molecular Weight:481.589
Hs Code.:

Synonyms:benzyl allyl((1R)-2-(benzyloxy)-1-((4R,5R)-5-(1-hydroxyallyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl)carbamate

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Chemical Property of benzyl allyl((1R)-2-(benzyloxy)-1-((4R,5R)-5-(1-hydroxyallyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl)carbamate

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Technology Process of benzyl allyl((1R)-2-(benzyloxy)-1-((4R,5R)-5-(1-hydroxyallyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl)carbamate

There total 3 articles about benzyl allyl((1R)-2-(benzyloxy)-1-((4R,5R)-5-(1-hydroxyallyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl)carbamate 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:

: 1384579-13-8
C₂₆H₃₁NO₆

: 1826-67-1
vinyl magnesium bromide

: 1384579-10-5
benzyl allyl((1R)-2-(benzyloxy)-1-((4R,5R)-5-(1-hydroxyallyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl)carbamate

: 1384579-21-8
benzyl allyl((1R)-2-(benzyloxy)-1-((4R,5R)-5-(1-hydroxyallyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl)carbamate

Guidance literature:: C₂₆H₃₁NO₆; vinyl magnesium bromide; In tetrahydrofuran; at -15 - 20 ℃;

With water; ammonium chloride; In tetrahydrofuran; at 0 ℃; optical yield given as %de;
DOI:10.1016/j.tetasy.2012.04.017

Reference yield:

: 1214915-00-0
benzyl (R)-2-(benzyloxy)-1-((4S,4'R,5R)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl) ethylcarbamate

: 1384579-10-5
benzyl allyl((1R)-2-(benzyloxy)-1-((4R,5R)-5-(1-hydroxyallyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl)carbamate

: 1384579-21-8
benzyl allyl((1R)-2-(benzyloxy)-1-((4R,5R)-5-(1-hydroxyallyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl)carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: dmap; sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C

2.1: periodic acid / diethyl ether / 6 h / 0 - 20 °C / Inert atmosphere

3.1: tetrahydrofuran / -15 - 20 °C

3.2: 0 °C

With dmap; sodium hydride; periodic acid; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1016/j.tetasy.2012.04.017

Reference yield:

: 1384578-97-5
benzyl allyl((R)-2-(benzyloxy)-1-((4S,4'R,5R)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)ethyl)carbamate

: 1384579-10-5
benzyl allyl((1R)-2-(benzyloxy)-1-((4R,5R)-5-(1-hydroxyallyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl)carbamate

: 1384579-21-8
benzyl allyl((1R)-2-(benzyloxy)-1-((4R,5R)-5-(1-hydroxyallyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl)carbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: periodic acid / diethyl ether / 6 h / 0 - 20 °C / Inert atmosphere

2.1: tetrahydrofuran / -15 - 20 °C

2.2: 0 °C

With periodic acid; In tetrahydrofuran; diethyl ether;
DOI:10.1016/j.tetasy.2012.04.017