(4R,5R)-5-Allyl-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: (4R,5R)-5-Allyl-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
• CAS No.: 171564-49-1
• Molecular Formula: C₃₀H₄₃NO₄Si
• Molecular Weight: 509.761
• Mol file: 171564-49-1.mol

Synonyms:(4R,5R)-5-Allyl-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Chemical Property of (4R,5R)-5-Allyl-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,5R)-5-Allyl-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

There total 7 articles about (4R,5R)-5-Allyl-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl 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:

2,2-dimethoxy-propane (77-76-9) + [(1R,2R)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-2-hydroxy-pent-4-enyl]-carbamic acid tert-butyl ester (158584-92-0) → (4R,5R)-5-Allyl-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (171564-49-1)

Guidance literature:

With camphor-10-sulfonic acid; In dichloromethane; at 25 ℃; for 3h; Yield given;

DOI:10.1021/ja00097a072

Reference yield:

2-(tert-butoxycarbonylamino)-3-hydroxypropionic acid methyl ester (95715-85-8) → (4R,5R)-5-Allyl-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (171564-49-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / imidazole / dimethylformamide / 14 h / 25 °C

2: DIBALH / toluene / 0.5 h / -78 °C

4: CSA / CH₂Cl₂ / 3 h / 25 °C

With 1H-imidazole; camphor-10-sulfonic acid; diisobutylaluminium hydride; In dichloromethane; N,N-dimethyl-formamide; toluene;

Reference yield:

methyl (2R)-2-[(tert-butoxycarbonyl)amino]-3-(tert-butyldiphenylsilyloxy)propanoate (171564-48-0) → (4R,5R)-5-Allyl-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (171564-49-1)

Guidance literature:

Multi-step reaction with 3 steps

1: DIBALH / toluene / 0.5 h / -78 °C

3: CSA / CH₂Cl₂ / 3 h / 25 °C

With camphor-10-sulfonic acid; diisobutylaluminium hydride; In dichloromethane; toluene;

upstream raw materials:

2,2-dimethoxy-propane

[(1R,2R)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-2-hydroxy-pent-4-enyl]-carbamic acid tert-butyl ester

2-(tert-butoxycarbonylamino)-3-hydroxypropionic acid methyl ester

tert-butylchlorodiphenylsilane

Downstream raw materials:

(3R,4R)-3-Benzoylamino-4-[3,5-bis-benzyloxy-4-(2-benzyloxy-6-benzyloxycarbonyl-benzoyl)-benzoyloxy]-azepane-1-carboxylic acid benzyl ester

(3R,4R)-3-(4-Benzyloxy-benzoylamino)-4-[3,5-bis-benzyloxy-4-(2-benzyloxy-benzoyl)-benzoyloxy]-azepane-1-carboxylic acid benzyl ester

(3R,4R)-3-(4-Benzyloxy-benzoylamino)-4-[4-(2-benzyloxy-6-benzyloxycarbonyl-benzoyl)-benzoyloxy]-azepane-1-carboxylic acid benzyl ester

(3R,4R)-3-Benzoylamino-4-hydroxy-azepane-1-carboxylic acid benzyl ester