(2R)-N-methoxy-N-methyl-2-(t-butyldiphenylsilyloxy)propanamide

Base Information

• Chemical Name: (2R)-N-methoxy-N-methyl-2-(t-butyldiphenylsilyloxy)propanamide
• CAS No.: 857478-12-7
• Molecular Formula: C₂₁H₂₉NO₃Si
• Molecular Weight: 371.552
• Mol file: 857478-12-7.mol

Synonyms:(2R)-N-methoxy-N-methyl-2-(t-butyldiphenylsilyloxy)propanamide

Chemical Property of (2R)-N-methoxy-N-methyl-2-(t-butyldiphenylsilyloxy)propanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R)-N-methoxy-N-methyl-2-(t-butyldiphenylsilyloxy)propanamide

There total 3 articles about (2R)-N-methoxy-N-methyl-2-(t-butyldiphenylsilyloxy)propanamide 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:

N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + (R)-2-((tert-butyldiphenylsilyl)oxy)propanoic acid (110407-68-6) → (2R)-N-methoxy-N-methyl-2-(t-butyldiphenylsilyloxy)propanamide (857478-12-7)

Guidance literature:

With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1021/ol050991r

Reference yield:

(R)-2-(tert-butyldiphenylsilanyloxy)propionic acid methyl ester (561038-05-9) → (2R)-N-methoxy-N-methyl-2-(t-butyldiphenylsilyloxy)propanamide (857478-12-7)

Guidance literature:

Multi-step reaction with 2 steps

1: LiOH / tetrahydrofuran; H₂O

2: 2.91 g / EDC; DIPEA / CH₂Cl₂

With lithium hydroxide; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/ol050991r

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → (2R)-N-methoxy-N-methyl-2-(t-butyldiphenylsilyloxy)propanamide (857478-12-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 6.569 g / imidazole / CH₂Cl₂ / 0 - 20 °C

2: LiOH / tetrahydrofuran; H₂O

3: 2.91 g / EDC; DIPEA / CH₂Cl₂

With 1H-imidazole; lithium hydroxide; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/ol050991r

upstream raw materials:

N,O-dimethylhydroxylamine*hydrochloride

(R)-2-((tert-butyldiphenylsilyl)oxy)propanoic acid

(R)-2-(tert-butyldiphenylsilanyloxy)propionic acid methyl ester

tert-butylchlorodiphenylsilane

Downstream raw materials:

(2R)-2-t-butyldiphenylsilyloxyhex-4-yn-3-one

(2R,4S)-1-((S)-2-{(S)-2-[(2S,9R)-2-tert-Butoxycarbonylamino-9-(tert-butyl-diphenyl-silanyloxy)-8-oxo-decanoylamino]-2-methyl-butyrylamino}-3-phenyl-propionyl)-4-methyl-pyrrolidine-2-carboxylic acid pentafluorophenyl ester

(2R,4S)-1-((S)-2-{(S)-2-[(2S,9R)-2-tert-Butoxycarbonylamino-9-(tert-butyl-diphenyl-silanyloxy)-8-oxo-decanoylamino]-2-methyl-butyrylamino}-3-phenyl-propionyl)-4-methyl-pyrrolidine-2-carboxylic acid benzyl ester

(2S,5S,8S,11S,13aR)-5-Benzyl-11-[(R)-7-(tert-butyl-diphenyl-silanyloxy)-6-oxo-octyl]-8-ethyl-2,8-dimethyl-decahydro-3a,6,9,12-tetraaza-cyclopentacyclododecene-4,7,10,13-tetraone