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

Base Information

Chemical Name:benzyl (2S,5R)-(-)-2-(methoxymethoxymethyl)-5-(2-p-tolylsulfonyloxyethyl)pyrrolidine-1-carboxylate
CAS No.:130753-18-3
Molecular Formula:C₂₄H₃₁NO₇S
Molecular Weight:477.579
Hs Code.:

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

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

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

There total 6 articles about benzyl (2S,5R)-(-)-2-(methoxymethoxymethyl)-5-(2-p-tolylsulfonyloxyethyl)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: 70.0%

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

: 98-59-9
p-toluenesulfonyl chloride

: 130753-18-3
benzyl (2S,5R)-(-)-2-(methoxymethoxymethyl)-5-(2-p-tolylsulfonyloxyethyl)pyrrolidine-1-carboxylate

Guidance literature:: With pyridine; In dichloromethane; for 18h; Ambient temperature;

Reference yield:

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

: 130753-18-3
benzyl (2S,5R)-(-)-2-(methoxymethoxymethyl)-5-(2-p-tolylsulfonyloxyethyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 6 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.

6: pyridine

With pyridine; 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

Reference yield:

: (2R,5S)-2-Carboxymethyl-5-hydroxymethyl-pyrrolidine-1-carboxylic acid benzyl ester

: 130753-18-3
benzyl (2S,5R)-(-)-2-(methoxymethoxymethyl)-5-(2-p-tolylsulfonyloxyethyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

2: (i-Pr)2NEt

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

4: pyridine

With pyridine; lithium triethylborohydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran;
DOI:10.1248/cpb.38.2072