methyl (2S,3S,6S)-(-)-6-(tert-butyldiphenylsilyloxymethyl)-2-(2-oxopropyl)-3-vinylpiperidine-1-carboxylate

Base Information

Chemical Name:methyl (2S,3S,6S)-(-)-6-(tert-butyldiphenylsilyloxymethyl)-2-(2-oxopropyl)-3-vinylpiperidine-1-carboxylate
CAS No.:460054-07-3
Molecular Formula:C₂₉H₃₉NO₄Si
Molecular Weight:493.718
Hs Code.:

Synonyms:methyl (2S,3S,6S)-(-)-6-(tert-butyldiphenylsilyloxymethyl)-2-(2-oxopropyl)-3-vinylpiperidine-1-carboxylate

Suppliers and Price of methyl (2S,3S,6S)-(-)-6-(tert-butyldiphenylsilyloxymethyl)-2-(2-oxopropyl)-3-vinylpiperidine-1-carboxylate

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of methyl (2S,3S,6S)-(-)-6-(tert-butyldiphenylsilyloxymethyl)-2-(2-oxopropyl)-3-vinylpiperidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of methyl (2S,3S,6S)-(-)-6-(tert-butyldiphenylsilyloxymethyl)-2-(2-oxopropyl)-3-vinylpiperidine-1-carboxylate

There total 8 articles about methyl (2S,3S,6S)-(-)-6-(tert-butyldiphenylsilyloxymethyl)-2-(2-oxopropyl)-3-vinylpiperidine-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: 96.0%

: 75-16-1
methylmagnesium bromide

: 460054-05-1
methyl (2S,3S,6S)-(-)-6-(tert-butyldiphenylsilyloxymethyl)-2-{(methoxy-methylcarbamoyl)methyl}-3-vinylpiperidine-1-carboxylate

: 460054-07-3
methyl (2S,3S,6S)-(-)-6-(tert-butyldiphenylsilyloxymethyl)-2-(2-oxopropyl)-3-vinylpiperidine-1-carboxylate

Guidance literature:: In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1021/jo025929b

Reference yield:

: (2S,3S,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2-carboxymethyl-3-vinyl-piperidine-1-carboxylic acid methyl ester

: 460054-07-3
methyl (2S,3S,6S)-(-)-6-(tert-butyldiphenylsilyloxymethyl)-2-(2-oxopropyl)-3-vinylpiperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1,1'-carbonyldiimidazole / CH₂Cl₂ / 0.5 h / 0 °C

1.2: 741 mg / triethylamine / CH₂Cl₂ / 16 h / 20 °C

2.1: 96 percent / tetrahydrofuran / 1 h / 20 °C

With 1,1'-carbonyldiimidazole; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo025929b

Reference yield:

: 442202-05-3
dimethyl (S)-(-)-6-(tert-butyldiphenylsilyloxymethyl)-5,6-dihydro-4H-pyridine-1,2-dicarboxylate

: 460054-07-3
methyl (2S,3S,6S)-(-)-6-(tert-butyldiphenylsilyloxymethyl)-2-(2-oxopropyl)-3-vinylpiperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1.1: MeLi / diethyl ether / 0.5 h / 0 °C

1.2: CuI / diethyl ether / 0.33 h / -35 °C

1.3: 96 percent / diethyl ether / 1 h / -30 °C

2.1: LiOH*H₂O / methanol; H₂O / 2 h / Heating

3.1: triethylamine / tetrahydrofuran / 1 h / 0 °C

4.1: diethyl ether / 15 h / 20 °C

5.1: 2.4 g / silver benzoate; Et₃N / 9 h / 20 °C

6.1: LiOH*H₂O / methanol; H₂O / 1 h / Heating

7.1: 1,1'-carbonyldiimidazole / CH₂Cl₂ / 0.5 h / 0 °C

7.2: 741 mg / triethylamine / CH₂Cl₂ / 16 h / 20 °C

8.1: 96 percent / tetrahydrofuran / 1 h / 20 °C

With lithium hydroxide; methyllithium; silver benzoate; triethylamine; 1,1'-carbonyldiimidazole; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water;
DOI:10.1021/jo025929b