(2S,3R,4S,5S)-1-hydroxy-2-(benzyloxymethyl)-3,4-bis(benzyloxy)-5-(3-(2-methyl-1,3-dioxolan-2-yl)propyl)pyrrolidine

Base Information

• Chemical Name: (2S,3R,4S,5S)-1-hydroxy-2-(benzyloxymethyl)-3,4-bis(benzyloxy)-5-(3-(2-methyl-1,3-dioxolan-2-yl)propyl)pyrrolidine
• CAS No.: 1227735-01-4
• Molecular Formula: C₃₃H₄₁NO₆
• Molecular Weight: 547.692
• Mol file: 1227735-01-4.mol

Synonyms:(2S,3R,4S,5S)-1-hydroxy-2-(benzyloxymethyl)-3,4-bis(benzyloxy)-5-(3-(2-methyl-1,3-dioxolan-2-yl)propyl)pyrrolidine

Chemical Property of (2S,3R,4S,5S)-1-hydroxy-2-(benzyloxymethyl)-3,4-bis(benzyloxy)-5-(3-(2-methyl-1,3-dioxolan-2-yl)propyl)pyrrolidine

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R,4S,5S)-1-hydroxy-2-(benzyloxymethyl)-3,4-bis(benzyloxy)-5-(3-(2-methyl-1,3-dioxolan-2-yl)propyl)pyrrolidine

There total 1 articles about (2S,3R,4S,5S)-1-hydroxy-2-(benzyloxymethyl)-3,4-bis(benzyloxy)-5-(3-(2-methyl-1,3-dioxolan-2-yl)propyl)pyrrolidine 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:

(2S,3R,4S)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-3,4-dihydro-2H-pyrrole-1-oxide (950740-50-8) + 3-(2-methyl-1,3-dioxolan-2-yl)prop-1-yl magnesium bromide → (2S,3R,4S,5S)-1-hydroxy-2-(benzyloxymethyl)-3,4-bis(benzyloxy)-5-(3-(2-methyl-1,3-dioxolan-2-yl)propyl)pyrrolidine (1227735-01-4)

Guidance literature:

In tetrahydrofuran; at 0 ℃; optical yield given as %de; diastereoselective reaction;

DOI:10.1021/ol1007718

Reference yield:

(2S,3R,4S,5S)-1-hydroxy-2-(benzyloxymethyl)-3,4-bis(benzyloxy)-5-(3-(2-methyl-1,3-dioxolan-2-yl)propyl)pyrrolidine (1227735-01-4) → (2S,3R,4S,5S)-2-(benzyloxymethyl)-3,4-bis(benzyloxy)-5-(3-(2-methyl-1,3-dioxolan-2-yl)propyl)pyrrolidine (1227735-05-8)

Guidance literature:

With copper diacetate; acetic acid; zinc; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1021/ol1007718

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + (2S,3R,4S,5S)-1-hydroxy-2-(benzyloxymethyl)-3,4-bis(benzyloxy)-5-(3-(2-methyl-1,3-dioxolan-2-yl)propyl)pyrrolidine (1227735-01-4) → (2S,3R,4S,5S)-1-(tert-butoxycarbonyl)-2-(benzyloxymethyl)-3,4-bis(benzyloxy)-5-(3-(2-methyl-1,3-dioxolan-2-yl)propyl)pyrrolidine (1227735-06-9)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; at 20 ℃; for 12h;

DOI:10.1021/ol1007718

upstream raw materials:

(2S,3R,4S)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-3,4-dihydro-2H-pyrrole-1-oxide

Downstream raw materials:

(2S,3R,4S,5S)-2-(benzyloxymethyl)-3,4-bis(benzyloxy)-5-(3-(2-methyl-1,3-dioxolan-2-yl)propyl)pyrrolidine

(2S,3R,4S,5S)-1-(tert-butoxycarbonyl)-2-(benzyloxymethyl)-3,4-bis(benzyloxy)-5-(3-(2-methyl-1,3-dioxolan-2-yl)propyl)pyrrolidine