methyl (2S,3R,4E)-3-acetoxy-2-benzamido-2-methyl-6-(tertbutyldiphenylsilyloxy)-4-hexenoate

Base Information

• Chemical Name: methyl (2S,3R,4E)-3-acetoxy-2-benzamido-2-methyl-6-(tertbutyldiphenylsilyloxy)-4-hexenoate
• CAS No.: 211691-13-3
• Molecular Formula: C₃₃H₃₉NO₆Si
• Molecular Weight: 573.761

Synonyms:methyl (2S,3R,4E)-3-acetoxy-2-benzamido-2-methyl-6-(tertbutyldiphenylsilyloxy)-4-hexenoate

Chemical Property of methyl (2S,3R,4E)-3-acetoxy-2-benzamido-2-methyl-6-(tertbutyldiphenylsilyloxy)-4-hexenoate

Chemical Property:

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Technology Process of methyl (2S,3R,4E)-3-acetoxy-2-benzamido-2-methyl-6-(tertbutyldiphenylsilyloxy)-4-hexenoate

There total 1 articles about methyl (2S,3R,4E)-3-acetoxy-2-benzamido-2-methyl-6-(tertbutyldiphenylsilyloxy)-4-hexenoate 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: 100.0%

methanol (67-56-1) + (1'R,4S,2'E)-4-[1'-acetoxy-4'-(tertbutyldiphenylsilyloxy)but-2'-en-1'-yl]-4-methyl-2-phenyl-4,5-dihydro-5-oxazolone (211691-11-1) → methyl (2S,3R,4E)-3-acetoxy-2-benzamido-2-methyl-6-(tertbutyldiphenylsilyloxy)-4-hexenoate (211691-13-3)

Guidance literature:

With toluene-4-sulfonic acid; Ambient temperature;

DOI:10.1021/ja981141s

Reference yield: 79.0%

methyl (2S,3R,4E)-3-acetoxy-2-benzamido-2-methyl-6-(tertbutyldiphenylsilyloxy)-4-hexenoate (211691-13-3) → methyl (2S,5S,3E)-5-acetoxy-2-benzamido-2-methyl-6-(t-butyldiphenyl)silyloxy-3-hexenoate

Guidance literature:

With dichloro bis(acetonitrile) palladium(II); In tetrahydrofuran; at 65 ℃; for 12h;

DOI:10.1021/ja0118338

Reference yield:

methyl (2S,3R,4E)-3-acetoxy-2-benzamido-2-methyl-6-(tertbutyldiphenylsilyloxy)-4-hexenoate (211691-13-3) → methyl (2S,3R,4E)-2-benzamido-2-methyl-3-hydroxy-6-(tert-butyldiphenylsilyloxy)-4-hexenoate (389806-78-4)

Guidance literature:

With potassium carbonate;

DOI:10.1021/ja981141s

upstream raw materials:

methanol

(1'R,4S,2'E)-4-[1'-acetoxy-4'-(tertbutyldiphenylsilyloxy)but-2'-en-1'-yl]-4-methyl-2-phenyl-4,5-dihydro-5-oxazolone

Downstream raw materials:

methyl (2S,3R,4E)-2-benzamido-2-methyl-3-hydroxy-6-(tert-butyldiphenylsilyloxy)-4-hexenoate

(1'S,3S,4S,5R)-3-methyl-3-benzamido-4-acetoxy-5-(2'-tert-butyldiphenylsilyloxy-1'-hydroxyethyl)oxolan-2-one

sphingofungin F

(1'S,6R,3aS,6aR)-6-[2'-hydroxy-1'-(4''-methoxybenzyloxy)ethyl]-3a-methyl-2-phenyl-6,6a-dihydro-3aH-furo[3,4-d]oxazol-4-one

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