(2R,3R,4S,5R)-4-(benzyloxy)-5-(benzyloxymethyl)-1-((R)-pent-4-en-2-yl)-2-styrylpyrrolidin-3-ol

Base Information

Chemical Name:(2R,3R,4S,5R)-4-(benzyloxy)-5-(benzyloxymethyl)-1-((R)-pent-4-en-2-yl)-2-styrylpyrrolidin-3-ol
CAS No.:1439372-82-3
Molecular Formula:C₃₂H₃₇NO₃
Molecular Weight:483.651
Hs Code.:

Synonyms:(2R,3R,4S,5R)-4-(benzyloxy)-5-(benzyloxymethyl)-1-((R)-pent-4-en-2-yl)-2-styrylpyrrolidin-3-ol

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Chemical Property of (2R,3R,4S,5R)-4-(benzyloxy)-5-(benzyloxymethyl)-1-((R)-pent-4-en-2-yl)-2-styrylpyrrolidin-3-ol

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Technology Process of (2R,3R,4S,5R)-4-(benzyloxy)-5-(benzyloxymethyl)-1-((R)-pent-4-en-2-yl)-2-styrylpyrrolidin-3-ol

There total 7 articles about (2R,3R,4S,5R)-4-(benzyloxy)-5-(benzyloxymethyl)-1-((R)-pent-4-en-2-yl)-2-styrylpyrrolidin-3-ol 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:

: (3S,4R,5S)-4-(benzyloxy)-5-(benzyloxymethyl)tetrahydrofuran-2,3-diol

: 1439372-82-3
(2R,3R,4S,5R)-4-(benzyloxy)-5-(benzyloxymethyl)-1-((R)-pent-4-en-2-yl)-2-styrylpyrrolidin-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine / ethanol / 96 h / 25 °C

2: triethylamine / dichloromethane / -10 °C / Inert atmosphere

3: dichloromethane / 40 - 45 °C / Inert atmosphere

With triethylamine; In ethanol; dichloromethane;
DOI:10.1039/c3ob40374b

Reference yield:

: 144490-03-9
1,2,3,5-tetra-O-acetyl-β-L-ribofuranose

: 1439372-82-3
(2R,3R,4S,5R)-4-(benzyloxy)-5-(benzyloxymethyl)-1-((R)-pent-4-en-2-yl)-2-styrylpyrrolidin-3-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: dichloromethane; hexane / 15 h / 0 - 25 °C / Inert atmosphere

2.1: potassium carbonate; methanol / 2 h / 25 °C

3.1: sodium hydride / mineral oil; tetrahydrofuran / 0.08 h / 0 °C / Inert atmosphere; Reflux

3.2: 0.5 h / 25 °C / Reflux

4.1: acetic acid / water / 2 h / 112 °C

5.1: triethylamine / ethanol / 96 h / 25 °C

6.1: triethylamine / dichloromethane / -10 °C / Inert atmosphere

7.1: dichloromethane / 40 - 45 °C / Inert atmosphere

With methanol; sodium hydride; potassium carbonate; acetic acid; triethylamine; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; mineral oil;
DOI:10.1039/c3ob40374b

Reference yield:

: 1439372-63-0
((3aS,5S,6S,6aS)-6-acetoxy-2,2-dimethyltetrahydrofuro[3,2-d][1,3]dioxol-5-yl)methyl acetate

: 1439372-82-3
(2R,3R,4S,5R)-4-(benzyloxy)-5-(benzyloxymethyl)-1-((R)-pent-4-en-2-yl)-2-styrylpyrrolidin-3-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate; methanol / 2 h / 25 °C

2.1: sodium hydride / mineral oil; tetrahydrofuran / 0.08 h / 0 °C / Inert atmosphere; Reflux

2.2: 0.5 h / 25 °C / Reflux

3.1: acetic acid / water / 2 h / 112 °C

4.1: triethylamine / ethanol / 96 h / 25 °C

5.1: triethylamine / dichloromethane / -10 °C / Inert atmosphere

6.1: dichloromethane / 40 - 45 °C / Inert atmosphere

With methanol; sodium hydride; potassium carbonate; acetic acid; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; water; mineral oil;
DOI:10.1039/c3ob40374b