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

Base Information

Chemical Name:(2S,3R,4R)-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-2-phenyl-3,4-dihydro-2H-pyrrole 1-oxide
CAS No.:1000612-71-4
Molecular Formula:C₃₂H₃₁NO₄
Molecular Weight:493.602
Hs Code.:

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

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

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

There total 4 articles about (2S,3R,4R)-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-2-phenyl-3,4-dihydro-2H-pyrrole 1-oxide 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: 23.0%

: 1000612-69-0
(2R,3R,4R,5S)-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-1-hydroxy-5-phenylpyrrolidine

: 1000612-65-6
(2R,3R,4R,5R)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-5-phenyl-3,4-dihydro-2H-pyrrole 1-oxide

: 1000612-71-4
(2S,3R,4R)-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-2-phenyl-3,4-dihydro-2H-pyrrole 1-oxide

Guidance literature:: With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; In dichloromethane; at -60 ℃; for 48h;
DOI:10.1002/ejoc.200800098

Reference yield:

: 1000612-60-1
(2R,3R,4R,5R)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-1-hydroxy-5-phenylpyrrolidine

: 1000612-71-4
(2S,3R,4R)-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-2-phenyl-3,4-dihydro-2H-pyrrole 1-oxide

Guidance literature:: Multi-step reaction with 3 steps

1: MnO₂ / 0.5 h / 80 °C

2: DIBAL-H / tetrahydrofuran / -80 °C

3: TEMPO / 48 h / -80 °C

With manganese(IV) oxide; 2,2,6,6-tetramethyl-piperidine-N-oxyl; diisobutylaluminium hydride; In tetrahydrofuran;
DOI:10.1055/s-2007-991059

Reference yield:

: 1000612-65-6
(2R,3R,4R,5R)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-5-phenyl-3,4-dihydro-2H-pyrrole 1-oxide

: 1000612-71-4
(2S,3R,4R)-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-2-phenyl-3,4-dihydro-2H-pyrrole 1-oxide

Guidance literature:: Multi-step reaction with 2 steps

1: DIBAL-H / tetrahydrofuran / -80 °C

2: TEMPO / 48 h / -80 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; diisobutylaluminium hydride; In tetrahydrofuran;
DOI:10.1055/s-2007-991059