(2R,3R,4R,5R)-3,4-bis(benzyloxy)-5-[(benzyloxy)methyl]-N-tertbutylpyrrolidine-2-carboxamide

Base Information

Chemical Name:(2R,3R,4R,5R)-3,4-bis(benzyloxy)-5-[(benzyloxy)methyl]-N-tertbutylpyrrolidine-2-carboxamide
CAS No.:909870-26-4
Molecular Formula:C₃₁H₃₈N₂O₄
Molecular Weight:502.654
Hs Code.:

Synonyms:(2R,3R,4R,5R)-3,4-bis(benzyloxy)-5-[(benzyloxy)methyl]-N-tertbutylpyrrolidine-2-carboxamide

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Chemical Property of (2R,3R,4R,5R)-3,4-bis(benzyloxy)-5-[(benzyloxy)methyl]-N-tertbutylpyrrolidine-2-carboxamide

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Technology Process of (2R,3R,4R,5R)-3,4-bis(benzyloxy)-5-[(benzyloxy)methyl]-N-tertbutylpyrrolidine-2-carboxamide

There total 4 articles about (2R,3R,4R,5R)-3,4-bis(benzyloxy)-5-[(benzyloxy)methyl]-N-tertbutylpyrrolidine-2-carboxamide 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: 52.0%

: 909870-24-2
C₃₆H₄₄N₂O₅

: 909870-26-4
(2R,3R,4R,5R)-3,4-bis(benzyloxy)-5-[(benzyloxy)methyl]-N-tertbutylpyrrolidine-2-carboxamide

Guidance literature:: With iodine; In tetrahydrofuran; water; for 0.5h;
DOI:10.1021/ol4012053

Reference yield: 43.0%

: (3R,4R,5R)-3,4-bis(benzyloxy)-5-[(benzyloxy)methyl]-N-tert-butyl-1-(2,2,2-trifluoroacetyl)pyrrolidine-2-carboxamide

: 909870-26-4
(2R,3R,4R,5R)-3,4-bis(benzyloxy)-5-[(benzyloxy)methyl]-N-tertbutylpyrrolidine-2-carboxamide

: 909870-27-5
(2S,3R,4R,5R)-3,4-bis(benzyloxy)-5-[(benzyloxy)methyl]-N-tertbutylpyrrolidine-2-carboxamide

Guidance literature:: With water; sodium hydroxide; In methanol; at 20 ℃;
DOI:10.1021/acs.joc.5b00335

Reference yield:

: 137741-24-3
(2S,3R,4R)-4-azido-2,3,5-tribenzyloxy-1-pentanal

: 909870-26-4
(2R,3R,4R,5R)-3,4-bis(benzyloxy)-5-[(benzyloxy)methyl]-N-tertbutylpyrrolidine-2-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: trimethylphosphane / methanol; toluene / 1 h / 0 °C

2: methanol / 0 - 4 °C

3: iodine / water; tetrahydrofuran / 0.5 h

With iodine; trimethylphosphane; In tetrahydrofuran; methanol; water; toluene; 2: |Ugi Condensation;
DOI:10.1021/ol4012053