(R)-2-Benzyl-4-((1R,2R,4S,6R,7R)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.0^2,6]dec-4-yloxy)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

Base Information

• Chemical Name: (R)-2-Benzyl-4-((1R,2R,4S,6R,7R)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.0^2,6]dec-4-yloxy)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester
• CAS No.: 185026-91-9
• Molecular Formula: C₃₀H₄₃NO₆
• Molecular Weight: 513.675

Synonyms:(R)-2-Benzyl-4-((1R,2R,4S,6R,7R)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.0^2,6]dec-4-yloxy)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

Chemical Property of (R)-2-Benzyl-4-((1R,2R,4S,6R,7R)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.0^2,6]dec-4-yloxy)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

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Technology Process of (R)-2-Benzyl-4-((1R,2R,4S,6R,7R)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.0^2,6]dec-4-yloxy)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

There total 3 articles about (R)-2-Benzyl-4-((1R,2R,4S,6R,7R)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.0^2,6]dec-4-yloxy)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl 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: 94.0%

benzyl bromide (100-39-0) + (2S,4R)-4-((1R,2R,4S,6R,7R)-1,10,10-Trimethyl-3-oxa-tricyclo[5.2.1.02,6]dec-4-yloxy)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (144527-30-0) → (R)-2-Benzyl-4-((1R,2R,4S,6R,7R)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.02,6]dec-4-yloxy)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (185026-91-9)

Guidance literature:

With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -60 - -25 ℃;

Reference yield:

1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate (74844-91-0) → (R)-2-Benzyl-4-((1R,2R,4S,6R,7R)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.02,6]dec-4-yloxy)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (185026-91-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / TosOH, molecular sieves 3 Angstroem / CH₂Cl₂ / 4 h / Ambient temperature

2: 94 percent / BuLi, iPr₂NH / tetrahydrofuran; hexane / -60 - -25 °C

With n-butyllithium; 3 A molecular sieve; toluene-4-sulfonic acid; diisopropylamine; In tetrahydrofuran; hexane; dichloromethane;

Reference yield:

<2R-(2α,3aα,4β,7β,7aα)>-Octahydro-7,8,8-trimethyl-4,7-methanobenzofuran-2-ol (108031-76-1) → (R)-2-Benzyl-4-((1R,2R,4S,6R,7R)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.02,6]dec-4-yloxy)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (185026-91-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / TosOH, molecular sieves 3 Angstroem / CH₂Cl₂ / 4 h / Ambient temperature

2: 94 percent / BuLi, iPr₂NH / tetrahydrofuran; hexane / -60 - -25 °C

With n-butyllithium; 3 A molecular sieve; toluene-4-sulfonic acid; diisopropylamine; In tetrahydrofuran; hexane; dichloromethane;

upstream raw materials:

benzyl bromide

(2S,4R)-4-((1R,2R,4S,6R,7R)-1,10,10-Trimethyl-3-oxa-tricyclo[5.2.1.0^2,6]dec-4-yloxy)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate

<2R-(2α,3aα,4β,7β,7aα)>-Octahydro-7,8,8-trimethyl-4,7-methanobenzofuran-2-ol

Downstream raw materials:

(2R,4R)-2-Benzyl-4-hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

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