(R)-2-(CBZ-AMINO)-3-(TERT-BUTYL-DIMETHYLSILYLOXY)-N-METHOXY-N-METHYLPROPANAMIDE

Base Information

• Chemical Name: (R)-2-(CBZ-AMINO)-3-(TERT-BUTYL-DIMETHYLSILYLOXY)-N-METHOXY-N-METHYLPROPANAMIDE
• CAS No.: 160349-51-9
• Molecular Formula: C19H32N2O5Si
• Molecular Weight: 396.559
• Mol file: 160349-51-9.mol

Synonyms:(R)-2-(CBZ-AMINO)-3-(TERT-BUTYL-DIMETHYLSILYLOXY)-N-METHOXY-N-METHYLPROPANAMIDE

Chemical Property of (R)-2-(CBZ-AMINO)-3-(TERT-BUTYL-DIMETHYLSILYLOXY)-N-METHOXY-N-METHYLPROPANAMIDE

Chemical Property:

• PSA: 77.10000
• LogP: 3.71390

Purity/Quality:

(R)-2-(CBZ-AMINO)-3-(TERT-BUTYL-DIMETHYLSILYLOXY)-N-METHOXY-N-METHYLPROPANAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-2-(CBZ-AMINO)-3-(TERT-BUTYL-DIMETHYLSILYLOXY)-N-METHOXY-N-METHYLPROPANAMIDE

There total 4 articles about (R)-2-(CBZ-AMINO)-3-(TERT-BUTYL-DIMETHYLSILYLOXY)-N-METHOXY-N-METHYLPROPANAMIDE 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: 75.0%

(R)-benzyl 3-hydroxy-1-(methoxy(methyl)amino)-1-oxopropane-2-ylcarbamate (1092473-80-7) + tert-butyldimethylsilyl chloride (18162-48-6) → (R)-benzyl 3,8,8,9,9-pentamethyl-4-oxo-2,7-dioxa-3-aza-8-siladecane-5-ylcarbamate (160349-51-9)

Guidance literature:

With 1H-imidazole; In tetrahydrofuran; at 20 ℃; for 2h;

Reference yield: 73.0%

N-(benzyloxycarbonyl)-D-serine (6081-61-4) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + tert-butyldimethylsilyl chloride (18162-48-6) → (R)-benzyl 3,8,8,9,9-pentamethyl-4-oxo-2,7-dioxa-3-aza-8-siladecane-5-ylcarbamate (160349-51-9)

Guidance literature:

N-(benzyloxycarbonyl)-D-serine; N,O-dimethylhydroxylamine*hydrochloride; With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In acetonitrile; at 20 ℃; Inert atmosphere;

tert-butyldimethylsilyl chloride; With 1H-imidazole; In tetrahydrofuran; at 20 ℃;

Reference yield:

N-(benzyloxycarbonyl)-D-serine (6081-61-4) → (R)-benzyl 3,8,8,9,9-pentamethyl-4-oxo-2,7-dioxa-3-aza-8-siladecane-5-ylcarbamate (160349-51-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

2: 1H-imidazole / tetrahydrofuran / 2 h / 20 °C

With 1H-imidazole; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;

upstream raw materials:

(R)-benzyl 3-hydroxy-1-(methoxy(methyl)amino)-1-oxopropane-2-ylcarbamate

tert-butyldimethylsilyl chloride

benzyl chloroformate

N-(benzyloxycarbonyl)-D-serine

Downstream raw materials:

(R)-benzyl 3-(tert-butyldimethylsilyloxy)-1-(2,3-dihydrobenzo[β][1,4]-dioxin-6-yl)-1-oxopropan-2-ylcarbamate