(2R,3S,4R,5S)-3,4-dibenzyloxy-N-benzoylcarbonyl-2,5-bis(hydroxymethyl)-2'-O-pivaloylpyrrolidine

Base Information

Chemical Name:(2R,3S,4R,5S)-3,4-dibenzyloxy-N-benzoylcarbonyl-2,5-bis(hydroxymethyl)-2'-O-pivaloylpyrrolidine
CAS No.:959792-12-2
Molecular Formula:C₃₃H₃₉NO₇
Molecular Weight:561.675
Hs Code.:

Synonyms:(2R,3S,4R,5S)-3,4-dibenzyloxy-N-benzoylcarbonyl-2,5-bis(hydroxymethyl)-2'-O-pivaloylpyrrolidine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3S,4R,5S)-3,4-dibenzyloxy-N-benzoylcarbonyl-2,5-bis(hydroxymethyl)-2'-O-pivaloylpyrrolidine

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Technology Process of (2R,3S,4R,5S)-3,4-dibenzyloxy-N-benzoylcarbonyl-2,5-bis(hydroxymethyl)-2'-O-pivaloylpyrrolidine

There total 1 articles about (2R,3S,4R,5S)-3,4-dibenzyloxy-N-benzoylcarbonyl-2,5-bis(hydroxymethyl)-2'-O-pivaloylpyrrolidine 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: 68.0%

: 883743-24-6
(2R,3S,4R,5S)-3,4-dibenzyloxy-2,5-bis(hydroxymethyl)-2'-O-pivaloylpyrrolidine

: 501-53-1,94274-21-2
benzyl chloroformate

: 959792-12-2
(2R,3S,4R,5S)-3,4-dibenzyloxy-N-benzoylcarbonyl-2,5-bis(hydroxymethyl)-2'-O-pivaloylpyrrolidine

Guidance literature:: With potassium carbonate; In acetone; at 20 ℃; for 12h;
DOI:10.1016/j.tetasy.2007.09.014

Reference yield:

: 959792-12-2
(2R,3S,4R,5S)-3,4-dibenzyloxy-N-benzoylcarbonyl-2,5-bis(hydroxymethyl)-2'-O-pivaloylpyrrolidine

: 959792-14-4
C₃₃H₃₇NO₇

Guidance literature:: With tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1016/j.tetasy.2007.09.014

Reference yield:

: 959792-12-2
(2R,3S,4R,5S)-3,4-dibenzyloxy-N-benzoylcarbonyl-2,5-bis(hydroxymethyl)-2'-O-pivaloylpyrrolidine

: 959792-16-6
(3E)-4-[(2'S,3'R,4'S,5'R)-3',4'-dibenzyloxy-N-benzoylcarbonyl-5'-(pivaloyloxymethyl)pyrrolidin-2'-yl]but-3-en-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: N-methylmorpholine N-oxide; tetra-n-propylammonium perruthenate; molecular sieves 4 Angstroem / CH₂Cl₂ / 1 h / 20 °C

2: 83 percent / toluene / 3 h / 100 °C

With tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide; In dichloromethane; toluene; 2: Wittig reaction;
DOI:10.1016/j.tetasy.2007.09.014