(3R)-3-(tert-butyldiphenylsilyloxy)-N-methoxy-N-methylbutyramide

Base Information

• Chemical Name: (3R)-3-(tert-butyldiphenylsilyloxy)-N-methoxy-N-methylbutyramide
• CAS No.: 478490-94-7
• Molecular Formula: C₂₂H₃₁NO₃Si
• Molecular Weight: 385.579
• Mol file: 478490-94-7.mol

Synonyms:(3R)-3-(tert-butyldiphenylsilyloxy)-N-methoxy-N-methylbutyramide

Chemical Property of (3R)-3-(tert-butyldiphenylsilyloxy)-N-methoxy-N-methylbutyramide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R)-3-(tert-butyldiphenylsilyloxy)-N-methoxy-N-methylbutyramide

There total 1 articles about (3R)-3-(tert-butyldiphenylsilyloxy)-N-methoxy-N-methylbutyramide 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%

tert-butylchlorodiphenylsilane (58479-61-1) + (3R)-3-hydroxy-N-methoxy-N-methylbutyramide (379669-02-0) → (3R)-3-(tert-butyldiphenylsilyloxy)-N-methoxy-N-methylbutyramide (478490-94-7)

Guidance literature:

With dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 18h;

DOI:10.1021/ja028019k

Reference yield: 95.0%

(3R)-3-(tert-butyldiphenylsilyloxy)-N-methoxy-N-methylbutyramide (478490-94-7) → (R)-3-(tert-butyl-diphenyl-silanyloxy)-butyraldehyde (183310-90-9)

Guidance literature:

With diisobutylaluminium hydride; In diethyl ether; hexane; at -78 ℃; for 0.5h;

DOI:10.1021/ja028019k

Reference yield:

(3R)-3-(tert-butyldiphenylsilyloxy)-N-methoxy-N-methylbutyramide (478490-94-7) → (4R,2'R)-4-[2-(tert-butyldiphenylsilyloxy)propyl]oxetan-2-one

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / iBu₂AlH / diethyl ether; hexane / 0.5 h / -78 °C

2: iPr₂NEt / (R,R)-Bn-N[-CH₂-CH(iPr)N(Tf)-]2Al-Me / CH₂Cl₂ / 12 h / -50 °C

With diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; (R,R)-Bn-N[-CH₂-CH(iPr)N(Tf)-]2Al-Me; In diethyl ether; hexane; dichloromethane;

DOI:10.1021/ja028019k

upstream raw materials:

tert-butylchlorodiphenylsilane

(3R)-3-hydroxy-N-methoxy-N-methylbutyramide

Downstream raw materials:

(R)-3-(tert-butyl-diphenyl-silanyloxy)-butyraldehyde