(2R,3R,4R,5R)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-1-hydroxy-5-phenylpyrrolidine

Base Information

• Chemical Name: (2R,3R,4R,5R)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-1-hydroxy-5-phenylpyrrolidine
• CAS No.: 1000612-60-1
• Molecular Formula: C₃₂H₃₃NO₄
• Molecular Weight: 495.618

Synonyms:(2R,3R,4R,5R)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-1-hydroxy-5-phenylpyrrolidine

Chemical Property of (2R,3R,4R,5R)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-1-hydroxy-5-phenylpyrrolidine

Chemical Property:

Purity/Quality:

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Technology Process of (2R,3R,4R,5R)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-1-hydroxy-5-phenylpyrrolidine

There total 5 articles about (2R,3R,4R,5R)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-1-hydroxy-5-phenylpyrrolidine 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: 100.0%

phenylmagnesium bromide (100-58-3) + (2R,3R,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyrrole 1-oxide (537030-19-6) → (2R,3R,4R,5R)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-1-hydroxy-5-phenylpyrrolidine (1000612-60-1)

Guidance literature:

In tetrahydrofuran; at 0 ℃; for 3h;

DOI:10.1002/ejoc.200800098

Reference yield: 92.0%

phenylmagnesium bromide + (2R,3R,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyrrole 1-oxide (537030-19-6) → (2R,3R,4R,5R)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-1-hydroxy-5-phenylpyrrolidine (1000612-60-1)

Guidance literature:

In tetrahydrofuran; at 0 ℃;

DOI:10.1055/s-2007-991059

Reference yield:

(2R,3R,4R,5R)-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-2-phenyl-3,4-dihydro-2H-pyrrole 1-oxide (1000612-64-5) → (2R,3R,4R,5R)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-1-hydroxy-5-phenylpyrrolidine (1000612-60-1) + (2S,3R,4R,5R)-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-1-hydroxy-5-phenylpyrrolidine (1000612-67-8)

Guidance literature:

With L-Selectride; In tetrahydrofuran; at -80 ℃;

DOI:10.1055/s-2007-991059

upstream raw materials:

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

(2R,3R,4R,5R)-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-2-phenyl-3,4-dihydro-2H-pyrrole 1-oxide

(2R,3R,4R,5R)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-5-phenyl-3,4-dihydro-2H-pyrrole 1-oxide

phenylmagnesium bromide

Downstream raw materials:

(2R,3R,4R,5R)-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-2-phenyl-3,4-dihydro-2H-pyrrole 1-oxide

(2R,3R,4R,5R)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-5-phenyl-3,4-dihydro-2H-pyrrole 1-oxide

(2S,3R,4R,5S)-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-1-hydroxy-5-phenylpyrrolidine

(2S,3R,4R,5R)-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-1-hydroxy-5-phenylpyrrolidine

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