methyl (1R,3R)-3-(tert-butyldimethylsilyloxy)cyclohex-4-ene-1-carboxylate

Base Information

Chemical Name:methyl (1R,3R)-3-(tert-butyldimethylsilyloxy)cyclohex-4-ene-1-carboxylate
CAS No.:127943-95-7
Molecular Formula:C₁₄H₂₆O₃Si
Molecular Weight:270.444
Hs Code.:

Synonyms:methyl (1R,3R)-3-(tert-butyldimethylsilyloxy)cyclohex-4-ene-1-carboxylate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl (1R,3R)-3-(tert-butyldimethylsilyloxy)cyclohex-4-ene-1-carboxylate

Chemical Property:

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Technology Process of methyl (1R,3R)-3-(tert-butyldimethylsilyloxy)cyclohex-4-ene-1-carboxylate

There total 15 articles about methyl (1R,3R)-3-(tert-butyldimethylsilyloxy)cyclohex-4-ene-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: 100.0%

: 54911-89-6,68295-80-7,74561-99-2,79433-96-8,121053-59-6,121053-60-9,126640-65-1,68295-79-4
(1R,5R)-methyl-5-hydroxycyclohex-3-enecarboxylate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 127943-95-7
methyl (1R,3R)-3-(tert-butyldimethylsilyloxy)cyclohex-4-ene-1-carboxylate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 12h;

Reference yield:

: 4841-84-3
dimethyl cis-1,2,3,6-tetrahydrophthalate

: 127943-95-7
methyl (1R,3R)-3-(tert-butyldimethylsilyloxy)cyclohex-4-ene-1-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium hydroxide / water / 20 °C / pH 7 / Aqueous phosphate buffer

2.1: phosgene / N,N-dimethyl-formamide / dichloromethane / 3 h / 20 °C

2.2: 3.33 h / Reflux

3.1: sodium hydroxide / water / 20 °C / pH 7 / Aqueous phosphate buffer

4.1: potassium iodide; sodium hydrogencarbonate; iodine / water / 24 h / 0 - 20 °C

5.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 20 h / Reflux

6.1: sodium hydrogencarbonate / 12 h / 20 °C / Inert atmosphere

7.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 12 h

With phosgene; iodine; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; potassium iodide; sodium hydroxide; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; water;

Reference yield:

: 6493-77-2,49543-03-5,68000-21-5,68000-20-4
(R)-(+)-methyl 3-cyclohexene-1-carboxylate

: 127943-95-7
methyl (1R,3R)-3-(tert-butyldimethylsilyloxy)cyclohex-4-ene-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: sodium hydroxide / water / 20 °C / pH 7 / Aqueous phosphate buffer

2: potassium iodide; sodium hydrogencarbonate; iodine / water / 24 h / 0 - 20 °C

3: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 20 h / Reflux

4: sodium hydrogencarbonate / 12 h / 20 °C / Inert atmosphere

5: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 12 h

With iodine; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; potassium iodide; sodium hydroxide; In tetrahydrofuran; dichloromethane; water;