(2S,3S,E)-(+)-3-((tert-butyldiphenylsilyloxy)methyl)-N-methoxy-N,2-dimethylhex-4-enamide

Base Information

• Chemical Name: (2S,3S,E)-(+)-3-((tert-butyldiphenylsilyloxy)methyl)-N-methoxy-N,2-dimethylhex-4-enamide
• CAS No.: 1257663-12-9
• Molecular Formula: C₂₆H₃₇NO₃Si
• Molecular Weight: 439.67

Synonyms:(2S,3S,E)-(+)-3-((tert-butyldiphenylsilyloxy)methyl)-N-methoxy-N,2-dimethylhex-4-enamide

Chemical Property of (2S,3S,E)-(+)-3-((tert-butyldiphenylsilyloxy)methyl)-N-methoxy-N,2-dimethylhex-4-enamide

Chemical Property:

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Technology Process of (2S,3S,E)-(+)-3-((tert-butyldiphenylsilyloxy)methyl)-N-methoxy-N,2-dimethylhex-4-enamide

There total 1 articles about (2S,3S,E)-(+)-3-((tert-butyldiphenylsilyloxy)methyl)-N-methoxy-N,2-dimethylhex-4-enamide 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: 95.0%

(2S,3S,E)-methyl 3-((tert-butyldiphenylsilyloxy)methyl)-2-methylhex-4-enoate (1257662-89-7) + N,0-dimethylhydroxylamine (1117-97-1) → (2S,3S,E)-(+)-3-((tert-butyldiphenylsilyloxy)methyl)-N-methoxy-N,2-dimethylhex-4-enamide (1257663-12-9)

Guidance literature:

With isopropylmagnesium chloride; In tetrahydrofuran; at -25 - 20 ℃; for 1.5h; Inert atmosphere;

DOI:10.1002/chem.201001133

Reference yield: 92.0%

(2S,3S,E)-(+)-3-((tert-butyldiphenylsilyloxy)methyl)-N-methoxy-N,2-dimethylhex-4-enamide (1257663-12-9) + methylmagnesium bromide (75-16-1) → (3S,4S,E)-(+)-4-((tert-butyldiphenylsilyloxy)methyl)-3-methylhept-5-en-2-one (1257662-90-0)

Guidance literature:

In tetrahydrofuran; diethyl ether; at -20 - 0 ℃; for 2.5h; Inert atmosphere;

DOI:10.1002/chem.201001133

upstream raw materials:

(2S,3S,E)-methyl 3-((tert-butyldiphenylsilyloxy)methyl)-2-methylhex-4-enoate

N,0-dimethylhydroxylamine

Downstream raw materials:

(3S,4S,E)-(+)-4-((tert-butyldiphenylsilyloxy)methyl)-3-methylhept-5-en-2-one

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