Carbonic acid ethyl ester 1-((S)-3-hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-vinyl ester

Base Information

Chemical Name:Carbonic acid ethyl ester 1-((S)-3-hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-vinyl ester
CAS No.:128260-79-7
Molecular Formula:C₁₄H₂₂O₄
Molecular Weight:254.326
Hs Code.:

Synonyms:Carbonic acid ethyl ester 1-((S)-3-hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-vinyl ester

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Chemical Property of Carbonic acid ethyl ester 1-((S)-3-hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-vinyl ester

Chemical Property:

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Technology Process of Carbonic acid ethyl ester 1-((S)-3-hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-vinyl ester

There total 14 articles about Carbonic acid ethyl ester 1-((S)-3-hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-vinyl ester 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:

: 128260-78-6
Carbonic acid ethyl ester 1-(2,6,6-trimethyl-3-oxo-cyclohex-1-enyl)-vinyl ester

: 128260-79-7,128301-45-1
Carbonic acid ethyl ester 1-((R)-3-hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-vinyl ester

: 128260-79-7
Carbonic acid ethyl ester 1-((S)-3-hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-vinyl ester

Guidance literature:: With borane-THF; (R)-oxazaborolidine; In tetrahydrofuran; at 35 ℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts; ee. 93 percent;
DOI:10.1016/S0040-4039(00)70681-2

Reference yield:

: 128260-78-6
Carbonic acid ethyl ester 1-(2,6,6-trimethyl-3-oxo-cyclohex-1-enyl)-vinyl ester

: 128260-79-7,128301-45-1
Carbonic acid ethyl ester 1-((R)-3-hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-vinyl ester

: 128260-79-7
Carbonic acid ethyl ester 1-((S)-3-hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-vinyl ester

Guidance literature:: With borane-THF; (R)-oxazaborolidine; In tetrahydrofuran; at 35 ℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts; ee. 93 percent;
DOI:10.1016/S0040-4039(00)70681-2

Reference yield:

: 60078-92-4,14393-38-5
2,4,4-trimethyl-3-formyl-2-cyclohexen-1-ol

: 128260-79-7,128301-45-1
Carbonic acid ethyl ester 1-((R)-3-hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-vinyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: imidazole, 4-dimethylaminopyridine / dimethylformamide / 1 h / 23 °C

2: tetrahydrofuran; diethyl ether / 0.5 h / -78 °C

3: PCC / CH₂Cl₂ / 3 h / 23 °C

4: 1) lithium diisopropylamide / 1) THF, -78 deg C to 0 deg C, 2) -78 deg C to 23 deg C,

5: 2 percent HF / acetonitrile; H₂O / 1 h / 0 °C

6: pyridinium chlorochromate / CH₂Cl₂ / 3 h / 23 °C

7: BH₃*THF / (R)-oxazaborolidine / tetrahydrofuran / 35 °C / ee. 93 percent

With 1H-imidazole; dmap; borane-THF; hydrogen fluoride; pyridinium chlorochromate; lithium diisopropyl amide; (R)-oxazaborolidine; In tetrahydrofuran; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4039(00)70681-2