methyl (2R)-2-[(tert-butoxy)carbonylamino]-5-methyl-5-phenyl-5-silahexanoate

Base Information

• Chemical Name: methyl (2R)-2-[(tert-butoxy)carbonylamino]-5-methyl-5-phenyl-5-silahexanoate
• CAS No.: 219870-51-6
• Molecular Formula: C₁₈H₂₉NO₄Si
• Molecular Weight: 351.518
• Mol file: 219870-51-6.mol

Synonyms:methyl (2R)-2-[(tert-butoxy)carbonylamino]-5-methyl-5-phenyl-5-silahexanoate

Chemical Property of methyl (2R)-2-[(tert-butoxy)carbonylamino]-5-methyl-5-phenyl-5-silahexanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (2R)-2-[(tert-butoxy)carbonylamino]-5-methyl-5-phenyl-5-silahexanoate

There total 5 articles about methyl (2R)-2-[(tert-butoxy)carbonylamino]-5-methyl-5-phenyl-5-silahexanoate 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: 72.0%

2-tert-butoxycarbonylamino-4-(dimethyl-phenyl-silanyl)-butyric acid (219870-45-8) + methyl iodide (74-88-4) → methyl (2R)-2-[(tert-butoxy)carbonylamino]-5-methyl-5-phenyl-5-silahexanoate (219870-51-6)

Guidance literature:

With potassium hydrogencarbonate; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/jo991272r

Reference yield:

tert-butyl (4R)-2,2-dimethyl-4-(3-methyl-3-phenyl-3-silabutyl)-1,3-oxazolidine-3-carboxylate (219870-32-3) → methyl (2R)-2-[(tert-butoxy)carbonylamino]-5-methyl-5-phenyl-5-silahexanoate (219870-51-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / CF₃COOH / methanol / 4 h / 0 °C

2: 81 percent / H₅IO₆ / CrO₃ / acetonitrile; H₂O / 0.5 h

3: 72 percent / KHCO₃ / dimethylformamide / 20 °C

With potassium hydrogencarbonate; periodic acid; trifluoroacetic acid; chromium(VI) oxide; In methanol; water; N,N-dimethyl-formamide; acetonitrile; 1: Ring cleavage / 2: Oxidation / 3: Esterification;

DOI:10.1021/jo991272r

Reference yield:

tert-butyl (R)-4-ethynyl-2,2-dimethyloxazolidine-3-carboxylate (162107-48-4) → methyl (2R)-2-[(tert-butoxy)carbonylamino]-5-methyl-5-phenyl-5-silahexanoate (219870-51-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 67 percent / tetrahydrofuran / 2 h / -78 °C

2: 99 percent / H₂ / Pd on carbon / aq. ethanol / 6 h / 760 Torr

3: 99 percent / CF₃COOH / methanol / 4 h / 0 °C

4: 81 percent / H₅IO₆ / CrO₃ / acetonitrile; H₂O / 0.5 h

5: 72 percent / KHCO₃ / dimethylformamide / 20 °C

With hydrogen; potassium hydrogencarbonate; periodic acid; trifluoroacetic acid; chromium(VI) oxide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide; acetonitrile; 1: Addition / 2: Catalytic hydrogenation / 3: Ring cleavage / 4: Oxidation / 5: Esterification;

DOI:10.1021/jo991272r

upstream raw materials:

2-tert-butoxycarbonylamino-4-(dimethyl-phenyl-silanyl)-butyric acid

methyl iodide

tert-butyl (R)-4-ethynyl-2,2-dimethyloxazolidine-3-carboxylate

N-[(1R)-2-hydroxy-1-(3-methyl-3-phenyl-3-silabutyl)ethyl](tert-butoxy)carboxamide

Downstream raw materials:

(R)-2-[(tert-butoxycarbonyl)amino]butano-4-lactone

methyl (2R)-2-[(tert-butoxy)carbonylamino]-4-hydroxybutanoate