methyl 2,2-dimethoxy-3-hydroxy-3-<(Z)-hexa-1,5-diyne-3-ene>cyclohex-4,6-diene-1-carboxylate

Base Information

Chemical Name:methyl 2,2-dimethoxy-3-hydroxy-3-<(Z)-hexa-1,5-diyne-3-ene>cyclohex-4,6-diene-1-carboxylate
CAS No.:221684-56-6
Molecular Formula:C₁₆H₁₆O₅
Molecular Weight:288.3
Hs Code.:

Synonyms:methyl 2,2-dimethoxy-3-hydroxy-3-<(Z)-hexa-1,5-diyne-3-ene>cyclohex-4,6-diene-1-carboxylate

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Chemical Property of methyl 2,2-dimethoxy-3-hydroxy-3-<(Z)-hexa-1,5-diyne-3-ene>cyclohex-4,6-diene-1-carboxylate

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Technology Process of methyl 2,2-dimethoxy-3-hydroxy-3-<(Z)-hexa-1,5-diyne-3-ene>cyclohex-4,6-diene-1-carboxylate

There total 9 articles about methyl 2,2-dimethoxy-3-hydroxy-3-<(Z)-hexa-1,5-diyne-3-ene>cyclohex-4,6-diene-1-carboxylate 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: 98.0%

: 221684-55-5
methyl 2,2-dimethoxy-3-hydroxy-3-<(Z)-6-triisopropylsilylhexa-1,5-diyne-3-ene>cyclohex-4,6-diene-1-carboxylate

: 221684-56-6
methyl 2,2-dimethoxy-3-hydroxy-3-<(Z)-hexa-1,5-diyne-3-ene>cyclohex-4,6-diene-1-carboxylate

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.166667h;
DOI:10.1016/S0040-4020(98)01204-6

Reference yield:

: 2411-83-8
methyl-2,3-dihydroxybenzoate

: 221684-56-6
methyl 2,2-dimethoxy-3-hydroxy-3-<(Z)-hexa-1,5-diyne-3-ene>cyclohex-4,6-diene-1-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: 86 percent / K₂CO₃ / CH₂Cl₂ / 1.5 h / 0 °C

2: 84 percent / K₂CO₃ / dimethylformamide / 1.5 h / 35 °C

3: 89 percent / K₂CO₃ / methanol / 3 h / Ambient temperature

4: 91 percent / iodobenzene diacetate / 0.5 h / 0 °C

5: 90 percent / tetrahydrofuran / 0.75 h / -78 °C

6: 98 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.17 h / 0 °C

With [bis(acetoxy)iodo]benzene; tetrabutyl ammonium fluoride; potassium carbonate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(98)01204-6

Reference yield:

: 303-38-8
2,3-Dihydroxybenzoic acid

: 221684-56-6
methyl 2,2-dimethoxy-3-hydroxy-3-<(Z)-hexa-1,5-diyne-3-ene>cyclohex-4,6-diene-1-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: 94 percent / thionyl chloride / 16 h / 50 °C

2: 86 percent / K₂CO₃ / CH₂Cl₂ / 1.5 h / 0 °C

3: 84 percent / K₂CO₃ / dimethylformamide / 1.5 h / 35 °C

4: 89 percent / K₂CO₃ / methanol / 3 h / Ambient temperature

5: 91 percent / iodobenzene diacetate / 0.5 h / 0 °C

6: 90 percent / tetrahydrofuran / 0.75 h / -78 °C

7: 98 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.17 h / 0 °C

With thionyl chloride; [bis(acetoxy)iodo]benzene; tetrabutyl ammonium fluoride; potassium carbonate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(98)01204-6