(2S,3S,4S)-3-(2-Benzyloxy-ethyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-isopropenyl-pyrrolidine-1-carboxylic acid phenyl ester

Base Information

• Chemical Name: (2S,3S,4S)-3-(2-Benzyloxy-ethyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-isopropenyl-pyrrolidine-1-carboxylic acid phenyl ester
• CAS No.: 111397-11-6
• Molecular Formula: C₃₀H₄₃NO₄Si
• Molecular Weight: 509.761
• Mol file: 111397-11-6.mol

Synonyms:(2S,3S,4S)-3-(2-Benzyloxy-ethyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-isopropenyl-pyrrolidine-1-carboxylic acid phenyl ester

Chemical Property of (2S,3S,4S)-3-(2-Benzyloxy-ethyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-isopropenyl-pyrrolidine-1-carboxylic acid phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S,4S)-3-(2-Benzyloxy-ethyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-isopropenyl-pyrrolidine-1-carboxylic acid phenyl ester

There total 6 articles about (2S,3S,4S)-3-(2-Benzyloxy-ethyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-isopropenyl-pyrrolidine-1-carboxylic acid phenyl 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: 50.0%

[(1R,2R)-4-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-iodo-butyl]-(3-methyl-but-2-enyl)-carbamic acid phenyl ester (111397-10-5) → (2S,3S,4R)-3-(2-Benzyloxy-ethyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-isopropenyl-pyrrolidine-1-carboxylic acid phenyl ester (111397-12-7) + (2S,3S,4S)-3-(2-Benzyloxy-ethyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-isopropenyl-pyrrolidine-1-carboxylic acid phenyl ester (111397-11-6)

Guidance literature:

With cobaloxime(I);

DOI:10.1039/c39870000166

Reference yield:

3-Methylbut-2-enyl Isocyanate (1611-61-6) → (2S,3S,4S)-3-(2-Benzyloxy-ethyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-isopropenyl-pyrrolidine-1-carboxylic acid phenyl ester (111397-11-6)

Guidance literature:

Multi-step reaction with 3 steps

1: NaH, NaOH / 2.) tetrahydrofuran

2: NaI, (CF₃SO₂)2O / pyridine

3: 50 percent / cobaloxime(I)

With sodium hydroxide; trifluoromethylsulfonic anhydride; cobaloxime(I); sodium hydride; sodium iodide; In pyridine;

DOI:10.1039/c39870000166

Reference yield:

benzoyl chloride (98-88-4) → (2S,3S,4S)-3-(2-Benzyloxy-ethyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-isopropenyl-pyrrolidine-1-carboxylic acid phenyl ester (111397-11-6)

Guidance literature:

Multi-step reaction with 3 steps

1: NaH, NaOH / 2.) tetrahydrofuran

2: NaI, (CF₃SO₂)2O / pyridine

3: 50 percent / cobaloxime(I)

With sodium hydroxide; trifluoromethylsulfonic anhydride; cobaloxime(I); sodium hydride; sodium iodide; In pyridine;

DOI:10.1039/c39870000166

upstream raw materials:

[(1R,2R)-4-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-iodo-butyl]-(3-methyl-but-2-enyl)-carbamic acid phenyl ester

3-Methylbut-2-enyl Isocyanate

benzoyl chloride

tert-butyldimethylsilyl chloride

Downstream raw materials:

(-)-kainic acid