(2S,4R)-4-(3-Benzyloxy-1,1-dimethyl-propoxy)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

Base Information

• Chemical Name: (2S,4R)-4-(3-Benzyloxy-1,1-dimethyl-propoxy)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester
• CAS No.: 367259-01-6
• Molecular Formula: C₂₆H₃₃NO₆
• Molecular Weight: 455.551
• Mol file: 367259-01-6.mol

Synonyms:(2S,4R)-4-(3-Benzyloxy-1,1-dimethyl-propoxy)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

Chemical Property of (2S,4R)-4-(3-Benzyloxy-1,1-dimethyl-propoxy)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4R)-4-(3-Benzyloxy-1,1-dimethyl-propoxy)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

There total 3 articles about (2S,4R)-4-(3-Benzyloxy-1,1-dimethyl-propoxy)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl 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: 69.0%

(((3-methylbut-3-en-1-yl)oxy)methyl)benzene (58558-53-5) + methyl (2S,4R)-1-benzyloxycarbonyl-4-hydroxypyrrolidine-2-carboxylate (64187-48-0) → (2S,4R)-4-(3-Benzyloxy-1,1-dimethyl-propoxy)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester (367259-01-6)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 48h;

DOI:10.1021/jo020075g

Reference yield:

2-methyl-1-buten-4-ol (763-32-6) → (2S,4R)-4-(3-Benzyloxy-1,1-dimethyl-propoxy)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester (367259-01-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / NaH; n-Bu₄NI / tetrahydrofuran / 20 °C

2: 69 percent / BF₃*OEt₂ / CH₂Cl₂ / 48 h / 20 °C

With boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo020075g

Reference yield:

benzyl bromide (100-39-0) → (2S,4R)-4-(3-Benzyloxy-1,1-dimethyl-propoxy)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester (367259-01-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / NaH; n-Bu₄NI / tetrahydrofuran / 20 °C

2: 69 percent / BF₃*OEt₂ / CH₂Cl₂ / 48 h / 20 °C

With boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo020075g

upstream raw materials:

(((3-methylbut-3-en-1-yl)oxy)methyl)benzene

methyl (2S,4R)-1-benzyloxycarbonyl-4-hydroxypyrrolidine-2-carboxylate

2-methyl-1-buten-4-ol

benzyl bromide

Downstream raw materials:

(2S,4R)-1-((S)-2-Benzyloxycarbonylamino-2-cyclohexyl-acetyl)-4-(3-benzyloxy-1,1-dimethyl-propoxy)-pyrrolidine-2-carboxylic acid methyl ester

(2S,4R)-1-{(S)-2-Cyclohexyl-2-[2-(3-hydroxy-phenyl)-acetylamino]-acetyl}-4-(3-hydroxy-1,1-dimethyl-propoxy)-pyrrolidine-2-carboxylic acid methyl ester

12-cyclohexyl-5,5-dimethyl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo[14.3.1.1^7,10]henicosa-1⁽¹⁹⁾,16⁽²⁰⁾,17-triene-9-carboxylic acid methyl ester

(2S,4R)-1-((S)-2-tert-Butoxycarbonylamino-2-cyclohexyl-acetyl)-4-(3-hydroxy-1,1-dimethyl-propoxy)-pyrrolidine-2-carboxylic acid methyl ester