methyl 5-(allyloxy)-2-diazo-3-oxo-5-phenylpentanoate

Base Information

• Chemical Name: methyl 5-(allyloxy)-2-diazo-3-oxo-5-phenylpentanoate
• CAS No.: 1161610-36-1
• Molecular Formula: C₁₅H₁₆N₂O₄
• Molecular Weight: 288.303
• Mol file: 1161610-36-1.mol

Synonyms:methyl 5-(allyloxy)-2-diazo-3-oxo-5-phenylpentanoate

Chemical Property of methyl 5-(allyloxy)-2-diazo-3-oxo-5-phenylpentanoate

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of methyl 5-(allyloxy)-2-diazo-3-oxo-5-phenylpentanoate

There total 2 articles about methyl 5-(allyloxy)-2-diazo-3-oxo-5-phenylpentanoate 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: 65.0%

2-Diazo-3-oxo-butyric acid methyl ester (24762-04-7) + (bis(allyloxy)methyl)benzene (56318-28-6) → methyl 5-(allyloxy)-2-diazo-3-oxo-5-phenylpentanoate (1161610-36-1)

Guidance literature:

2-Diazo-3-oxo-butyric acid methyl ester; With titanium tetrachloride; In dichloromethane; at -40 ℃; for 0.0833333h; Inert atmosphere;

With triethylamine; In dichloromethane; at -78 ℃; for 1h; Inert atmosphere;

(bis(allyloxy)methyl)benzene; With tin(IV) chloride; In dichloromethane; at -78 ℃; for 1h; Inert atmosphere;

DOI:10.1002/chem.201101082

Reference yield:

4-methyleneoxetan-2-one (674-82-8,2130-41-8) + methanol (67-56-1) + allyl trichloroacetimidate (51479-73-3) + benzaldehyde (100-52-7) → methyl 5-(allyloxy)-2-diazo-3-oxo-5-phenylpentanoate (1161610-36-1)

Guidance literature:

4-methyleneoxetan-2-one; benzaldehyde; With titanium tetrachloride; In dichloromethane; at -78 ℃;

methanol; In dichloromethane; at -20 - 20 ℃;

allyl trichloroacetimidate; Further stages;

DOI:10.3987/COM-08-S(D)22

Reference yield:

methyl 5-(allyloxy)-2-diazo-3-oxo-5-phenylpentanoate (1161610-36-1) → methyl 2-allyl-5-phenyl-3-oxotetrahydrofuran-2-carboxylate + methyl 2-allyl-5-phenyl-3-oxotetrahydrofuran-2-carboxylate

Guidance literature:

With rhodium(II) acetate dimer; In dichloromethane; at 20 ℃; for 0.5h; optical yield given as %de; diastereoselective reaction;

DOI:10.3987/COM-08-S(D)22

upstream raw materials:

4-methyleneoxetan-2-one

methanol

allyl trichloroacetimidate

benzaldehyde

Downstream raw materials:

methyl 2-diazo-3-oxo-5-(2-oxoethoxy)-5-phenylpentanoate

methyl 2-diazo-5-[(2E)-3-methyl-4-oxobut-2-enyloxy]-3-oxo-5-phenylpentanoate

methyl 2-diazo-5-[(2E)-3-methyl-4-hydroxybut-2-enyloxy]-3-oxo-5-phenylpentanoate

methyl 2-diazo-5-[(2E)-3-methyl-4-(trimethylsilyloxy)but-2-enyloxy]-3-oxo-5-phenylpentanoate