(2R,3R,4R,5R)-N-butyl-2-(acetamidomethyl)-3,4-bis(benzyloxy)-5-<(benzyloxy)methyl>pyrrolidine

Base Information

Chemical Name:(2R,3R,4R,5R)-N-butyl-2-(acetamidomethyl)-3,4-bis(benzyloxy)-5-<(benzyloxy)methyl>pyrrolidine
CAS No.:231618-96-5
Molecular Formula:C₃₃H₄₂N₂O₄
Molecular Weight:530.707
Hs Code.:

Synonyms:(2R,3R,4R,5R)-N-butyl-2-(acetamidomethyl)-3,4-bis(benzyloxy)-5-<(benzyloxy)methyl>pyrrolidine

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Chemical Property of (2R,3R,4R,5R)-N-butyl-2-(acetamidomethyl)-3,4-bis(benzyloxy)-5-<(benzyloxy)methyl>pyrrolidine

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Technology Process of (2R,3R,4R,5R)-N-butyl-2-(acetamidomethyl)-3,4-bis(benzyloxy)-5-<(benzyloxy)methyl>pyrrolidine

There total 12 articles about (2R,3R,4R,5R)-N-butyl-2-(acetamidomethyl)-3,4-bis(benzyloxy)-5-<(benzyloxy)methyl>pyrrolidine 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: 74.0%

: 123-72-8
butyraldehyde

: 231618-94-3
(2R,3R,4R,5R)-2-(acetamidomethyl)-3,4-bis(benzyloxy)-5-<(benzyloxy)methyl>pyrrolidine

: 231618-96-5
(2R,3R,4R,5R)-N-butyl-2-(acetamidomethyl)-3,4-bis(benzyloxy)-5-<(benzyloxy)methyl>pyrrolidine

Guidance literature:: With sodium cyanoborohydride; In methanol; Ambient temperature;
DOI:10.1021/jo9902446

Reference yield: 74.0%

: 231618-96-5
(2R,3R,4R,5R)-N-butyl-2-(acetamidomethyl)-3,4-bis(benzyloxy)-5-<(benzyloxy)methyl>pyrrolidine

Guidance literature:

Reference yield:

: 159063-89-5
(2R,3R,4R,5R)-3,4-bis(benzyloxy)-5-<(benzyloxy)methyl>pyrrolidino<1,2-c>oxazole-3-one

: 231618-96-5
(2R,3R,4R,5R)-N-butyl-2-(acetamidomethyl)-3,4-bis(benzyloxy)-5-<(benzyloxy)methyl>pyrrolidine

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) LiAlH₄, 2.) Et₃N / 1.) THF, 2.) CH₂Cl₂

2: 424 mg / Et₃N / CH₂Cl₂ / 2 h / Ambient temperature

3: 65 percent / NaN₃ / dimethylformamide / 35 h / 70 °C

4: 59 mg / H₂ / 5 percent Pd on C / methanol / 1.5 h / Ambient temperature

5: 83 percent / pyridine

6: 96 percent / TFA / H₂O / 2 h / Ambient temperature

7: 74 percent / NaBH₃CN / methanol / Ambient temperature

With lithium aluminium tetrahydride; sodium azide; hydrogen; sodium cyanoborohydride; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In pyridine; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo9902446