(R)-5-(tert-Butyldimethylsilyloxy)-3-methoxy-5-methylhex-2-en-1-one

Base Information

Chemical Name:(R)-5-(tert-Butyldimethylsilyloxy)-3-methoxy-5-methylhex-2-en-1-one
CAS No.:300719-37-3
Molecular Formula:C₁₄H₂₆O₃Si
Molecular Weight:270.444
Hs Code.:

Synonyms:(R)-5-(tert-Butyldimethylsilyloxy)-3-methoxy-5-methylhex-2-en-1-one

Suppliers and Price of (R)-5-(tert-Butyldimethylsilyloxy)-3-methoxy-5-methylhex-2-en-1-one

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Chemical Property of (R)-5-(tert-Butyldimethylsilyloxy)-3-methoxy-5-methylhex-2-en-1-one

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Technology Process of (R)-5-(tert-Butyldimethylsilyloxy)-3-methoxy-5-methylhex-2-en-1-one

There total 5 articles about (R)-5-(tert-Butyldimethylsilyloxy)-3-methoxy-5-methylhex-2-en-1-one 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: 81.0%

: 300719-35-1
tert-Butyldimethylsilyl (R)-3-(tert-butyldimethylsilyloxy)-5-methoxy-3-methylhex-5-enoate

: 300719-37-3
(R)-5-(tert-Butyldimethylsilyloxy)-3-methoxy-5-methylhex-2-en-1-one

Guidance literature:: tert-Butyldimethylsilyl (R)-3-(tert-butyldimethylsilyloxy)-5-methoxy-3-methylhex-5-enoate; With potassium carbonate; In tetrahydrofuran; methanol; at 20 ℃; for 2h;

With dmap; trifluoromethylsulfonic anhydride; In dichloromethane; at -20 - 20 ℃; for 26h;
DOI:10.1039/b003053h

Reference yield:

: (R)-1-(1-Naphthyl)ethyl 3-(tert-butyldimethylsilyloxy)-5-methoxy-3-methylhex-5-enoate

: (S)-5-(tert-Butyldimethylsilyloxy)-3-methoxy-5-methylhex-2-en-1-one

: 300719-37-3
(R)-5-(tert-Butyldimethylsilyloxy)-3-methoxy-5-methylhex-2-en-1-one

Guidance literature:: (R)-1-(1-Naphthyl)ethyl 3-(tert-butyldimethylsilyloxy)-5-methoxy-3-methylhex-5-enoate; With potassium hydroxide; In ethanol; at 20 ℃; for 28h;

With dmap; trifluoromethylsulfonic anhydride; In dichloromethane; at -50 ℃; for 2h; Title compound not separated from byproducts;
DOI:10.1039/b003053h

Reference yield:

: 56652-39-2
dimethyl 3-hydroxy-3-methylglutarate

: 300719-37-3
(R)-5-(tert-Butyldimethylsilyloxy)-3-methoxy-5-methylhex-2-en-1-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 92 percent / pig liver esterase / aq. phosphate buffer / 25 °C / pH 7.5 - 8.0

2.1: 86 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / 20 °C

3.1: dicyclopentadienyltitanium dichloride / toluene / 120 h / 20 °C

3.2: 61 percent / tetrahydrofuran; toluene / 3 h / 20 °C

4.1: aq. K₂CO₃ / methanol; tetrahydrofuran / 2 h / 20 °C

4.2: 81 percent / Tf₂O; DMAP / CH₂Cl₂ / 26 h / -20 - 20 °C

With 2,6-dimethylpyridine; bis(cyclopentadienyl)titanium dichloride; pig liver esterase; potassium carbonate; In tetrahydrofuran; methanol; phosphate buffer; dichloromethane; toluene; 1.1: Hydrolysis / 2.1: Substitution / 3.1: Metallation / 3.2: Condensation / 4.1: Hydrolysis / 4.2: Cyclization;
DOI:10.1039/b003053h