(2R,3R,4S)-1-(benzyloxycarbonyl)-2-<(phosphooxy)methyl>pyrrolidine-3,4-diol

Base Information

• Chemical Name: (2R,3R,4S)-1-(benzyloxycarbonyl)-2-<(phosphooxy)methyl>pyrrolidine-3,4-diol
• CAS No.: 148252-71-5
• Molecular Formula: C₁₃H₁₈NO₈P
• Molecular Weight: 347.262
• Mol file: 148252-71-5.mol

Synonyms:(2R,3R,4S)-1-(benzyloxycarbonyl)-2-<(phosphooxy)methyl>pyrrolidine-3,4-diol

Chemical Property of (2R,3R,4S)-1-(benzyloxycarbonyl)-2-<(phosphooxy)methyl>pyrrolidine-3,4-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R,4S)-1-(benzyloxycarbonyl)-2-<(phosphooxy)methyl>pyrrolidine-3,4-diol

There total 2 articles about (2R,3R,4S)-1-(benzyloxycarbonyl)-2-<(phosphooxy)methyl>pyrrolidine-3,4-diol 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:

(3aR,4R,6aS)-2,2-Dimethyl-4-phosphonooxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylic acid benzyl ester (1053262-99-9) → (2R,3R,4S)-1-(benzyloxycarbonyl)-2-<(phosphooxy)methyl>pyrrolidine-3,4-diol (148252-71-5)

Guidance literature:

With hydrogenchloride; In acetonitrile; at 20 ℃; for 0.75h;

DOI:10.1021/jm020541u

Reference yield:

(2R,3R,4S)-1-(benzyloxycarbonyl)-2-(hydroxymethyl)pyrrolidine-3,4-diol 3,4-O-isopropylidene acetal (111265-96-4) → (2R,3R,4S)-1-(benzyloxycarbonyl)-2-<(phosphooxy)methyl>pyrrolidine-3,4-diol (148252-71-5)

Guidance literature:

With hydrogenchloride; triethylamine; trichlorophosphate; Multistep reaction; 1.) THF, 1.5 h, 2.) a) RT, 1 h, b) 5 deg C, 18 h;

DOI:10.1021/jm00002a021

Reference yield: 100.0%

(2R,3R,4S)-1-(benzyloxycarbonyl)-2-<(phosphooxy)methyl>pyrrolidine-3,4-diol (148252-71-5) → (2R,3R,4S)-2-[(phosphooxy)methyl]pyrrolidine-3,4-diol (208658-24-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; water; for 4h; under 2585.74 Torr;

DOI:10.1021/jm020541u

upstream raw materials:

(2R,3R,4S)-1-(benzyloxycarbonyl)-2-(hydroxymethyl)pyrrolidine-3,4-diol 3,4-O-isopropylidene acetal

(3aR,4R,6aS)-2,2-Dimethyl-4-phosphonooxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylic acid benzyl ester

Downstream raw materials:

C₃₀H₃₆N₆O₁₄P₂

(2R,3R,4S)-2-[(phosphooxy)methyl]pyrrolidine-3,4-diol