(Z)-methyl 3-cyclohexyl-2-diazo-3-(methoxyimino)propanoate

Base Information

• Chemical Name: (Z)-methyl 3-cyclohexyl-2-diazo-3-(methoxyimino)propanoate
• CAS No.: 1257649-15-2
• Molecular Formula: C₁₁H₁₇N₃O₃
• Molecular Weight: 239.274
• Mol file: 1257649-15-2.mol

Synonyms:(Z)-methyl 3-cyclohexyl-2-diazo-3-(methoxyimino)propanoate

Chemical Property of (Z)-methyl 3-cyclohexyl-2-diazo-3-(methoxyimino)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of (Z)-methyl 3-cyclohexyl-2-diazo-3-(methoxyimino)propanoate

There total 2 articles about (Z)-methyl 3-cyclohexyl-2-diazo-3-(methoxyimino)propanoate 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:

(Z)-methyl 3-cyclohexyl-3-(methoxyimino)propanoate (1257649-03-8) → methyl 5-cyclohexyl-1-methoxy-1H-1,2,3-triazole-4-carboxylate (1257649-26-5) + (Z)-methyl 3-cyclohexyl-2-diazo-3-(methoxyimino)propanoate (1257649-15-2)

Guidance literature:

With p-nitrobenzenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at -20 - 20 ℃; for 3h; stereoselective reaction; Inert atmosphere;

DOI:10.1002/anie.201004073

Reference yield:

(E)-methyl 3-cyclohexyl-3-(methoxyimino)propanoate (1257649-04-9) → methyl 5-cyclohexyl-1-methoxy-1H-1,2,3-triazole-4-carboxylate (1257649-26-5) + (Z)-methyl 3-cyclohexyl-2-diazo-3-(methoxyimino)propanoate (1257649-15-2)

Guidance literature:

With p-nitrobenzenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at -20 - 20 ℃; for 3h; stereoselective reaction; Inert atmosphere;

DOI:10.1002/anie.201004073

Reference yield: 90.0%

(E)-ethyl 3-(dimethylamino)-4-phenylbut-2-enoate (1257649-32-3) + (Z)-methyl 3-cyclohexyl-2-diazo-3-(methoxyimino)propanoate (1257649-15-2) → 3-ethyl 4-methyl 2-benzyl-5-cyclohexyl-1-methoxy-1H-pyrrole-3,4-dicarboxylate (1257649-47-0)

Guidance literature:

(E)-ethyl 3-(dimethylamino)-4-phenylbut-2-enoate; (Z)-methyl 3-cyclohexyl-2-diazo-3-(methoxyimino)propanoate; With bis(1,1,1,5,5,5-hexafluoro-2,4-pentadionato)copper(II) hydrate; In 1,2-dichloro-ethane; at 60 ℃; for 4h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; Inert atmosphere;

DOI:10.1002/anie.201004073

upstream raw materials:

(Z)-methyl 3-cyclohexyl-3-(methoxyimino)propanoate

(E)-methyl 3-cyclohexyl-3-(methoxyimino)propanoate

Downstream raw materials:

3-ethyl 4-methyl 2-benzyl-5-cyclohexyl-1-methoxy-1H-pyrrole-3,4-dicarboxylate

dimethyl 2-cyclohexyl-1-methoxy-1H-pyrrole-3,4-dicarboxylate

4-ethyl 3-methyl 2-cyclohexyl-1-methoxy-5-methyl-1H-pyrrole-3,4-dicarboxylate