(R)-4-(tert-butyldiphenylsilyloxy)-3-hydroxy-N-methoxy-N-methylbutanamide

Base Information

• Chemical Name: (R)-4-(tert-butyldiphenylsilyloxy)-3-hydroxy-N-methoxy-N-methylbutanamide
• CAS No.: 202268-20-0
• Molecular Formula: C₂₂H₃₁NO₄Si
• Molecular Weight: 401.578

Synonyms:(R)-4-(tert-butyldiphenylsilyloxy)-3-hydroxy-N-methoxy-N-methylbutanamide

Chemical Property of (R)-4-(tert-butyldiphenylsilyloxy)-3-hydroxy-N-methoxy-N-methylbutanamide

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Technology Process of (R)-4-(tert-butyldiphenylsilyloxy)-3-hydroxy-N-methoxy-N-methylbutanamide

There total 1 articles about (R)-4-(tert-butyldiphenylsilyloxy)-3-hydroxy-N-methoxy-N-methylbutanamide 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: 89.0%

N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + methyl (3R)-4-(tert-butyldiphenylsilyloxy)-3-hydroxybutanoate (159801-08-8) → (R)-4-(tert-butyldiphenylsilyloxy)-3-hydroxy-N-methoxy-N-methylbutanamide (202268-20-0)

Guidance literature:

With trimethylaluminum; In dichloromethane; at 40 ℃;

DOI:10.1021/jo972066r

Reference yield: 85.0%

(R)-4-(tert-butyldiphenylsilyloxy)-3-hydroxy-N-methoxy-N-methylbutanamide (202268-20-0) + allylmagnesium bromide (1730-25-2) → (R)-7-(tert-butyldiphenylsilyloxy)-6-hydroxyhept-1-en-4-one (1527512-84-0)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1080/00397911.2013.817017

Reference yield: 53.0%

vinyl magnesium bromide (1826-67-1) + (R)-4-(tert-butyldiphenylsilyloxy)-3-hydroxy-N-methoxy-N-methylbutanamide (202268-20-0) → (R)-6-(tert-Butyl-diphenyl-silanyloxy)-5-hydroxy-hex-1-en-3-one (202268-21-1)

Guidance literature:

In tetrahydrofuran; at 20 - 50 ℃;

DOI:10.1021/jo972066r

upstream raw materials:

N,O-dimethylhydroxylamine*hydrochloride

methyl (3R)-4-(tert-butyldiphenylsilyloxy)-3-hydroxybutanoate

Downstream raw materials:

(R)-6-(tert-Butyl-diphenyl-silanyloxy)-5-hydroxy-hex-1-en-3-one

(3aR,5R,6aR)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-tetrahydro-furo[3,2-b]furan-2-one

Acetic acid (2R,3R,5R)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-((E)-5-trimethylsilanyl-pent-2-en-4-ynyl)-tetrahydro-furan-3-yl ester

(2R,3R,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2-((E)-5-trimethylsilanyl-pent-2-en-4-ynyl)-tetrahydro-furan-3-ol

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