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

Base Information

• Chemical Name: (R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
• CAS No.: 198417-70-8
• Molecular Formula: C₂₇H₃₉NO₄Si
• Molecular Weight: 469.696
• Mol file: 198417-70-8.mol

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

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

There total 4 articles about (R)-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: 94.0%

2,2-dimethoxy-propane (77-76-9) + tert-butyl [(1R)-2-(tert-butyldiphenylsilyloxy)-1-(hydroxymethyl)-ethyl]carbamate (198417-69-5) → (R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (198417-70-8)

Guidance literature:

With boron trifluoride diethyl etherate; In acetone; for 2h; Ambient temperature;

DOI:10.1055/s-1997-3186

Reference yield:

N-tert-butyloxycarbonyl-L-serine methyl ester (2766-43-0) → (R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (198417-70-8)

Guidance literature:

Multi-step reaction with 3 steps

1: imidazole / CH₂Cl₂ / 12 h / Ambient temperature

2: LiBH₄ / tetrahydrofuran / 12 h / Ambient temperature

3: 94 percent / BF₃*Et₂O / acetone / 2 h / Ambient temperature

With 1H-imidazole; lithium borohydride; boron trifluoride diethyl etherate; In tetrahydrofuran; dichloromethane; acetone;

DOI:10.1055/s-1997-3186

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → (R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (198417-70-8)

Guidance literature:

Multi-step reaction with 3 steps

1: imidazole / CH₂Cl₂ / 12 h / Ambient temperature

2: LiBH₄ / tetrahydrofuran / 12 h / Ambient temperature

3: 94 percent / BF₃*Et₂O / acetone / 2 h / Ambient temperature

With 1H-imidazole; lithium borohydride; boron trifluoride diethyl etherate; In tetrahydrofuran; dichloromethane; acetone;

DOI:10.1055/s-1997-3186

upstream raw materials:

2,2-dimethoxy-propane

tert-butyl [(1R)-2-(tert-butyldiphenylsilyloxy)-1-(hydroxymethyl)-ethyl]carbamate

N-tert-butyloxycarbonyl-L-serine methyl ester

tert-butylchlorodiphenylsilane

Downstream raw materials:

(S)-(-)-α-methoxy-α-(trifluoromethyl)phenylacetic acid (4R)-2,2-dimethyl-3-[(1,1-dimethylethoxy)carbonyl]-4-hydroxymethyloxazolidine ester

(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine

tert-butyl (4S)-4-(hydroxymethyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate