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

Base Information

• Chemical Name: [(1R,2S)-4-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-hydroxy-butyl]-(3-methyl-but-2-enyl)-carbamic acid phenyl ester
• CAS No.: 111397-09-2
• Molecular Formula: C₃₀H₄₅NO₅Si
• Molecular Weight: 527.777
• Mol file: 111397-09-2.mol

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

Chemical Property of [(1R,2S)-4-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-hydroxy-butyl]-(3-methyl-but-2-enyl)-carbamic acid phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(1R,2S)-4-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-hydroxy-butyl]-(3-methyl-but-2-enyl)-carbamic acid phenyl ester

There total 1 articles about [(1R,2S)-4-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-hydroxy-butyl]-(3-methyl-but-2-enyl)-carbamic 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:

3-Methylbut-2-enyl Isocyanate (1611-61-6) + benzoyl chloride (98-88-4) + tert-butyldimethylsilyl chloride (18162-48-6) + (2R,3S)-3-[2-(benzyloxy)ethyl]oxiran-2-methanol (126107-76-4) → [(1R,2S)-4-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-hydroxy-butyl]-(3-methyl-but-2-enyl)-carbamic acid phenyl ester (111397-09-2)

Guidance literature:

With sodium hydroxide; sodium hydride; Multistep reaction; 2.) tetrahydrofuran;

DOI:10.1039/c39870000166

Reference yield:

[(1R,2S)-4-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-hydroxy-butyl]-(3-methyl-but-2-enyl)-carbamic acid phenyl ester (111397-09-2) → (-)-kainic acid (487-79-6)

Guidance literature:

Multi-step reaction with 3 steps

1: NaI, (CF₃SO₂)2O / pyridine

2: 50 percent / cobaloxime(I)

3: Na, NH₃, benzyloxycarbonyl chloride, p-MeC₆H₄SO₂OH, Ag₂O, Me₃SiI / 3.) MeOH; 6.) isoprene

With trimethylsilyl iodide; trifluoromethylsulfonic anhydride; cobaloxime(I); ammonia; sodium; toluene-4-sulfonic acid; benzyl chloroformate; sodium iodide; silver(l) oxide; In pyridine;

DOI:10.1039/c39870000166

Reference yield:

[(1R,2S)-4-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-hydroxy-butyl]-(3-methyl-but-2-enyl)-carbamic acid phenyl ester (111397-09-2) → [(1R,2R)-4-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-iodo-butyl]-(3-methyl-but-2-enyl)-carbamic acid phenyl ester (111397-10-5)

Guidance literature:

With trifluoromethylsulfonic anhydride; sodium iodide; In pyridine;

DOI:10.1039/c39870000166

upstream raw materials:

3-Methylbut-2-enyl Isocyanate

benzoyl chloride

tert-butyldimethylsilyl chloride

(2R,3S)-3-[2-(benzyloxy)ethyl]oxiran-2-methanol

Downstream raw materials:

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

(-)-kainic acid

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

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