(R)-2-((4R,5R)-5-(5-(benzyloxy)pentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-hydroxyethyl benzoate

Base Information

Chemical Name:(R)-2-((4R,5R)-5-(5-(benzyloxy)pentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-hydroxyethyl benzoate
CAS No.:1422039-44-8
Molecular Formula:C₂₆H₃₄O₆
Molecular Weight:442.552
Hs Code.:

Synonyms:(R)-2-((4R,5R)-5-(5-(benzyloxy)pentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-hydroxyethyl benzoate

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Chemical Property of (R)-2-((4R,5R)-5-(5-(benzyloxy)pentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-hydroxyethyl benzoate

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Technology Process of (R)-2-((4R,5R)-5-(5-(benzyloxy)pentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-hydroxyethyl benzoate

There total 5 articles about (R)-2-((4R,5R)-5-(5-(benzyloxy)pentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-hydroxyethyl benzoate 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: 88.0%

: 1112844-63-9
(R)-1-((4R,5R)-5-(5-(benzyloxy)pentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethane-1,2-diol

: 98-88-4
benzoyl chloride

: 1422039-44-8
(R)-2-((4R,5R)-5-(5-(benzyloxy)pentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-hydroxyethyl benzoate

Guidance literature:: (R)-1-((4R,5R)-5-(5-(benzyloxy)pentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethane-1,2-diol; With dmap; di(n-butyl)tin oxide; triethylamine; In dichloromethane; at 0 ℃; for 0.5h;

benzoyl chloride; In dichloromethane; at 0 - 20 ℃; for 8h;
DOI:10.1016/j.tet.2012.12.045

Reference yield:

: 38145-93-6
1,2:3,4-di-O-isopropylidene-D-mannitol

: 1422039-44-8
(R)-2-((4R,5R)-5-(5-(benzyloxy)pentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-hydroxyethyl benzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium periodate / dichloromethane; water / 4 h / 0 - 20 °C

2.1: potassium tert-butylate / tetrahydrofuran / 0 °C

2.2: 0.5 h / 0 °C

3.1: hydrogen / ethanol / 0.5 h / 1034.32 Torr

4.1: toluene-4-sulfonic acid / methanol / 20 h / 0 °C

5.1: di(n-butyl)tin oxide; dmap; triethylamine / dichloromethane / 0.5 h / 0 °C

5.2: 8 h / 0 - 20 °C

With dmap; sodium periodate; potassium tert-butylate; hydrogen; di(n-butyl)tin oxide; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; 2.1: |Wittig Olefination / 2.2: |Wittig Olefination;
DOI:10.1016/j.tet.2012.12.045

Reference yield:

: 13039-93-5
2,2:4,5-di-O-isopropylidene-D-arabinose

: 1422039-44-8
(R)-2-((4R,5R)-5-(5-(benzyloxy)pentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-hydroxyethyl benzoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium tert-butylate / tetrahydrofuran / 0 °C

1.2: 0.5 h / 0 °C

2.1: hydrogen / ethanol / 0.5 h / 1034.32 Torr

3.1: toluene-4-sulfonic acid / methanol / 20 h / 0 °C

4.1: di(n-butyl)tin oxide; dmap; triethylamine / dichloromethane / 0.5 h / 0 °C

4.2: 8 h / 0 - 20 °C

With dmap; potassium tert-butylate; hydrogen; di(n-butyl)tin oxide; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; ethanol; dichloromethane; 1.1: |Wittig Olefination / 1.2: |Wittig Olefination;
DOI:10.1016/j.tet.2012.12.045