N-(((2S,3R,4R,5R)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)-1-methylpyrrolidin-2-yl)methyl)acetamide

Base Information

Chemical Name:N-(((2S,3R,4R,5R)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)-1-methylpyrrolidin-2-yl)methyl)acetamide
CAS No.:306297-28-9
Molecular Formula:C₃₀H₃₆N₂O₄
Molecular Weight:488.627
Hs Code.:

Synonyms:N-(((2S,3R,4R,5R)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)-1-methylpyrrolidin-2-yl)methyl)acetamide

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Chemical Property of N-(((2S,3R,4R,5R)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)-1-methylpyrrolidin-2-yl)methyl)acetamide

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Technology Process of N-(((2S,3R,4R,5R)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)-1-methylpyrrolidin-2-yl)methyl)acetamide

There total 4 articles about N-(((2S,3R,4R,5R)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)-1-methylpyrrolidin-2-yl)methyl)acetamide 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: 87.0%

: C-((2S,3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-1-methyl-pyrrolidin-2-yl)-methylamine

: 108-24-7
acetic anhydride

: 306297-28-9
N-(((2S,3R,4R,5R)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)-1-methylpyrrolidin-2-yl)methyl)acetamide

Guidance literature:: With pyridine; at 0 ℃; for 12h;

Reference yield:

: 306297-26-7
(2S,3R,4R,5R)-2-(azidomethyl)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)-1-methylpyrrolidine

: 306297-28-9
N-(((2S,3R,4R,5R)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)-1-methylpyrrolidin-2-yl)methyl)acetamide

Guidance literature:: Multi-step reaction with 2 steps

1: PPh₃ / tetrahydrofuran / 4 h / 50 °C

2: 91 mg / pyridine / 12 h / 0 °C

With pyridine; triphenylphosphine; In tetrahydrofuran;
DOI:10.1021/jo049355h

Reference yield:

: Methanesulfonic acid (2S,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-1-methyl-pyrrolidin-2-ylmethyl ester

: 306297-28-9
N-(((2S,3R,4R,5R)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)-1-methylpyrrolidin-2-yl)methyl)acetamide

Guidance literature:: Multi-step reaction with 3 steps

1: 156 mg / NaN₃; NaI / dimethylformamide / 5 h

2: PPh₃ / tetrahydrofuran / 4 h / 50 °C

3: 91 mg / pyridine / 12 h / 0 °C

With pyridine; sodium azide; triphenylphosphine; sodium iodide; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jo049355h