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

Base Information

• Chemical Name: (3aR,4R,6aS)-2,2-Dimethyl-4-phosphonooxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylic acid benzyl ester
• CAS No.: 1053262-99-9
• Molecular Formula: C₁₆H₂₂NO₈P
• Molecular Weight: 387.326
• Mol file: 1053262-99-9.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

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

(2R,3R,4S)-1-(benzyloxycarbonyl)-2-(hydroxymethyl)pyrrolidine-3,4-diol 3,4-O-isopropylidene acetal (111265-96-4) → (3aR,4R,6aS)-2,2-Dimethyl-4-phosphonooxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylic acid benzyl ester (1053262-99-9)

Guidance literature:

With pyridine; water; trichlorophosphate; In acetonitrile; at 4 ℃; for 2h;

DOI:10.1021/jm020541u

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:

(3aR,4R,6aS)-2,2-Dimethyl-4-phosphonooxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylic acid benzyl ester (1053262-99-9) → C22H30N6O12P2

Guidance literature:

Multi-step reaction with 3 steps

1: 0.51 g / aq. HCl / acetonitrile / 0.75 h / 20 °C

2: H₂ / Pd/C

With hydrogenchloride; hydrogen; palladium on activated charcoal; In acetonitrile;

DOI:10.1021/jm020541u

upstream raw materials:

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

Downstream raw materials:

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

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

C₃₀H₃₆N₆O₁₄P₂