2S,4R-4-carboxymethoxy-2-(pyridin-2-ylaminomethyl)pyrrolidine-1-carboxylic acid benzyl ester

Base Information

Chemical Name:2S,4R-4-carboxymethoxy-2-(pyridin-2-ylaminomethyl)pyrrolidine-1-carboxylic acid benzyl ester
CAS No.:865436-09-5
Molecular Formula:C₂₀H₂₃N₃O₅
Molecular Weight:385.42
Hs Code.:

Synonyms:2S,4R-4-carboxymethoxy-2-(pyridin-2-ylaminomethyl)pyrrolidine-1-carboxylic acid benzyl ester

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Chemical Property of 2S,4R-4-carboxymethoxy-2-(pyridin-2-ylaminomethyl)pyrrolidine-1-carboxylic acid benzyl ester

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Technology Process of 2S,4R-4-carboxymethoxy-2-(pyridin-2-ylaminomethyl)pyrrolidine-1-carboxylic acid benzyl ester

There total 5 articles about 2S,4R-4-carboxymethoxy-2-(pyridin-2-ylaminomethyl)pyrrolidine-1-carboxylic acid benzyl ester 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:

: C₂₄H₃₁N₃O₅

: 865436-09-5
2S,4R-4-carboxymethoxy-2-(pyridin-2-ylaminomethyl)pyrrolidine-1-carboxylic acid benzyl ester

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; water; for 4h;
DOI:10.1021/jm070002v

Reference yield:

: 865436-06-2
2S,4R-4-tert-butoxycarbonylmethoxypyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

: 865436-09-5
2S,4R-4-carboxymethoxy-2-(pyridin-2-ylaminomethyl)pyrrolidine-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 85 percent / LiCl; NaBH₄ / tetrahydrofuran; ethanol / 0 - 10 °C

2.1: SO₃*pyridine; NEt₃; DMSO / CH₂Cl₂ / 2 h / 0 °C

3.1: Ti(OiPr)4 / 1,2-dichloro-ethane / 60 °C

3.2: NaBH(OAc)3 / 1,2-dichloro-ethane / 4 h / 20 °C

4.1: LiOH / tetrahydrofuran; H₂O / 4 h

With titanium(IV) isopropylate; lithium hydroxide; sodium tetrahydroborate; pyridine-SO₃ complex; dimethyl sulfoxide; triethylamine; lithium chloride; In tetrahydrofuran; ethanol; dichloromethane; water; 1,2-dichloro-ethane;
DOI:10.1021/jm070002v

Reference yield:

: 865436-07-3
2S,4R-4-tert-butoxycarbonylmethoxy-2-hydroxymethylpyrrolidine-1-carboxylic acid benzyl ester

: 865436-09-5
2S,4R-4-carboxymethoxy-2-(pyridin-2-ylaminomethyl)pyrrolidine-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: SO₃*pyridine; NEt₃; DMSO / CH₂Cl₂ / 2 h / 0 °C

2.1: Ti(OiPr)4 / 1,2-dichloro-ethane / 60 °C

2.2: NaBH(OAc)3 / 1,2-dichloro-ethane / 4 h / 20 °C

3.1: LiOH / tetrahydrofuran; H₂O / 4 h

With titanium(IV) isopropylate; lithium hydroxide; pyridine-SO₃ complex; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; water; 1,2-dichloro-ethane;
DOI:10.1021/jm070002v