ethyl 2-diazo-4-[(1R,2R)-2-(tert-butyldimethylsilyloxy)-1,5,5-trimethyl-6-methylenecyclohexyl]-3-oxobutanoate

Base Information

Chemical Name:ethyl 2-diazo-4-[(1R,2R)-2-(tert-butyldimethylsilyloxy)-1,5,5-trimethyl-6-methylenecyclohexyl]-3-oxobutanoate
CAS No.:603129-13-1
Molecular Formula:C₂₂H₃₈N₂O₄Si
Molecular Weight:422.64
Hs Code.:

Synonyms:ethyl 2-diazo-4-[(1R,2R)-2-(tert-butyldimethylsilyloxy)-1,5,5-trimethyl-6-methylenecyclohexyl]-3-oxobutanoate

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Chemical Property of ethyl 2-diazo-4-[(1R,2R)-2-(tert-butyldimethylsilyloxy)-1,5,5-trimethyl-6-methylenecyclohexyl]-3-oxobutanoate

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Technology Process of ethyl 2-diazo-4-[(1R,2R)-2-(tert-butyldimethylsilyloxy)-1,5,5-trimethyl-6-methylenecyclohexyl]-3-oxobutanoate

There total 4 articles about ethyl 2-diazo-4-[(1R,2R)-2-(tert-butyldimethylsilyloxy)-1,5,5-trimethyl-6-methylenecyclohexyl]-3-oxobutanoate 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: 90.5%

: 603129-09-5
ethyl 4-[(1R,2R)-2-(tert-butyldimethylsilyloxy)-1,5,5-trimethyl-6-methylenecyclohexyl]-3-oxobutanoate

: 603129-13-1
ethyl 2-diazo-4-[(1R,2R)-2-(tert-butyldimethylsilyloxy)-1,5,5-trimethyl-6-methylenecyclohexyl]-3-oxobutanoate

Guidance literature:: With 4-toluenesulfonyl azide; triethylamine; acetonitrile; at 20 ℃; for 12h;
DOI:10.1016/S0040-4039(02)02733-8

Reference yield:

: 302840-48-8
methyl 2-[(1R,2R)-2-(tert-butyldimethylsilyloxy)-1,5,5-trimethyl-6-methylenecyclohexyl]acetate

: 603129-13-1
ethyl 2-diazo-4-[(1R,2R)-2-(tert-butyldimethylsilyloxy)-1,5,5-trimethyl-6-methylenecyclohexyl]-3-oxobutanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 91 percent / LAH / diethyl ether / 2 h / 0 - 20 °C

2: 90 percent / PCC; silica gel / CH₂Cl₂ / 20 °C

3: 92 percent / SnCl₂*2H₂O / CH₂Cl₂ / 6 h / 20 °C

4: 90 percent / p-TsN₃; NEt₃; CH₃CN / 12 h / 20 °C

With lithium aluminium tetrahydride; 4-toluenesulfonyl azide; silica gel; triethylamine; pyridinium chlorochromate; acetonitrile; tin(ll) chloride; In diethyl ether; dichloromethane;
DOI:10.1016/S0040-4039(02)02733-8

Reference yield:

: 603129-12-0
2-[(1R,2R)-2-(tert-butyldimethylsilyloxy)-1,5,5-trimethyl-6-methylenecyclohexyl]acetaldehyde

: 603129-13-1
ethyl 2-diazo-4-[(1R,2R)-2-(tert-butyldimethylsilyloxy)-1,5,5-trimethyl-6-methylenecyclohexyl]-3-oxobutanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / SnCl₂*2H₂O / CH₂Cl₂ / 6 h / 20 °C

2: 90 percent / p-TsN₃; NEt₃; CH₃CN / 12 h / 20 °C

With 4-toluenesulfonyl azide; triethylamine; acetonitrile; tin(ll) chloride; In dichloromethane;
DOI:10.1016/S0040-4039(02)02733-8