benzyl (2R,5S)-(-)-2-(2-hydroxyethyl)-5-(methoxymethoxymethyl)pyrrolidine-1-carboxylate

Base Information

Chemical Name:benzyl (2R,5S)-(-)-2-(2-hydroxyethyl)-5-(methoxymethoxymethyl)pyrrolidine-1-carboxylate
CAS No.:130753-17-2
Molecular Formula:C₁₇H₂₅NO₅
Molecular Weight:323.389
Hs Code.:

Synonyms:benzyl (2R,5S)-(-)-2-(2-hydroxyethyl)-5-(methoxymethoxymethyl)pyrrolidine-1-carboxylate

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Chemical Property of benzyl (2R,5S)-(-)-2-(2-hydroxyethyl)-5-(methoxymethoxymethyl)pyrrolidine-1-carboxylate

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Technology Process of benzyl (2R,5S)-(-)-2-(2-hydroxyethyl)-5-(methoxymethoxymethyl)pyrrolidine-1-carboxylate

There total 5 articles about benzyl (2R,5S)-(-)-2-(2-hydroxyethyl)-5-(methoxymethoxymethyl)pyrrolidine-1-carboxylate 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:

: 192053-57-9
(2R,5S)-2-Methoxycarbonylmethyl-5-methoxymethoxymethyl-pyrrolidine-1-carboxylic acid benzyl ester

: 130753-17-2
benzyl (2R,5S)-(-)-2-(2-hydroxyethyl)-5-(methoxymethoxymethyl)pyrrolidine-1-carboxylate

Guidance literature:: With lithium triethylborohydride; In tetrahydrofuran; Yield given; 0 deg C to r.t.;
DOI:10.1248/cpb.38.2072

Reference yield:

: 130753-16-1
methyl (2R,5S)-(-)-1-benzyloxycarbonyl-5-hydroxymethylpyrrolidin-2-ylethanoate

: 130753-17-2
benzyl (2R,5S)-(-)-2-(2-hydroxyethyl)-5-(methoxymethoxymethyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: i-Pr₂EtN / CH₂Cl₂ / 8 h / Ambient temperature

2: Super-Hydride / tetrahydrofuran / 2 h / Ambient temperature

With lithium triethylborohydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;

Reference yield:

: 130753-13-8
benzyl 3-oxo-8-azabicyclo[3,2,1]octane-8-carboxylate

: 130753-17-2
benzyl (2R,5S)-(-)-2-(2-hydroxyethyl)-5-(methoxymethoxymethyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / n-BuLi, chiral pyrrolidine synthon / hexamethylphosphoric acid triamide / -100 °C

2: 1) O₃, 2) NaBH₄ / 1) CH₂Cl₂, MeOH, -78 deg C

4: (i-Pr)2NEt

5: super-hydride / tetrahydrofuran / 0 deg C to r.t.

With sodium tetrahydroborate; n-butyllithium; chiral pyrrolidine synthon; lithium triethylborohydride; ozone; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide;
DOI:10.1248/cpb.38.2072