(1S,4S)-methyl-4-benzoyloxy-1,3-dimethyl-2-(3-oxobutyl)-2-cyclohexenecarboxylate

Base Information

Chemical Name:(1S,4S)-methyl-4-benzoyloxy-1,3-dimethyl-2-(3-oxobutyl)-2-cyclohexenecarboxylate
CAS No.:115260-48-5
Molecular Formula:C₂₁H₂₆O₅
Molecular Weight:358.434
Hs Code.:

Synonyms:(1S,4S)-methyl-4-benzoyloxy-1,3-dimethyl-2-(3-oxobutyl)-2-cyclohexenecarboxylate

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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 (1S,4S)-methyl-4-benzoyloxy-1,3-dimethyl-2-(3-oxobutyl)-2-cyclohexenecarboxylate

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Technology Process of (1S,4S)-methyl-4-benzoyloxy-1,3-dimethyl-2-(3-oxobutyl)-2-cyclohexenecarboxylate

There total 12 articles about (1S,4S)-methyl-4-benzoyloxy-1,3-dimethyl-2-(3-oxobutyl)-2-cyclohexenecarboxylate 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: 77.0%

: 115260-47-4,115260-51-0
(2S,4aS,6RS)-2,3,4,4a,5,6,7,8-octahydro-6-hydroxy-1,4a,6-trimethyl-5-oxo-2-naphthyl benzoate

: 115260-48-5
(1S,4S)-methyl-4-benzoyloxy-1,3-dimethyl-2-(3-oxobutyl)-2-cyclohexenecarboxylate

Guidance literature:: With lead(IV) acetate; In methanol; benzene; at 40 ℃; for 4h;
DOI:10.1016/S0040-4020(01)86076-2

Reference yield: 77.0%

: 67-56-1
methanol

: 115260-47-4,115260-51-0
(2S,4aS,6RS)-2,3,4,4a,5,6,7,8-octahydro-6-hydroxy-1,4a,6-trimethyl-5-oxo-2-naphthyl benzoate

: 115260-48-5
(1S,4S)-methyl-4-benzoyloxy-1,3-dimethyl-2-(3-oxobutyl)-2-cyclohexenecarboxylate

Guidance literature:: With lead(IV) acetate; In benzene;

Reference yield:

: 38405-15-1
(4aS,5S)-4,4a,5,6,7,8-hexahydro-5-hydroxy-1,4a-dimethylnaphthalen-2(3H)-one

: 115260-48-5
(1S,4S)-methyl-4-benzoyloxy-1,3-dimethyl-2-(3-oxobutyl)-2-cyclohexenecarboxylate

Guidance literature:: Multi-step reaction with 8 steps

1: 98 percent / PPTS / CH₂Cl₂ / 4.5 h / Ambient temperature

2: 8.3 g / LiAlH₄ / diethyl ether / 1 h / -75 °C

3: 98 percent / pyridine / 12 h

4: p-TsOH / methanol; H₂O / 6 h / Ambient temperature

5: 81 percent / PCC / CH₂Cl₂ / 2.5 h / Ambient temperature

6: 87 percent / diisopropylamine, 2,2'-dipyridyl, n-BuLi / tetrahydrofuran; hexane / -70 deg C, 30 min., -10 deg C, 1.1 h

7: 88 percent / NaH, triethyl phosphite, O₂ / tetrahydrofuran; 2-methyl-propan-2-ol; dimethylformamide / 3 h / -20 - -18 °C

8: 77 percent / lead tetraacetate / benzene; methanol / 4 h / 40 °C

With lead(IV) acetate; [2,2]bipyridinyl; lithium aluminium tetrahydride; n-butyllithium; oxygen; pyridinium p-toluenesulfonate; sodium hydride; toluene-4-sulfonic acid; diisopropylamine; pyridinium chlorochromate; triethyl phosphite; In tetrahydrofuran; pyridine; methanol; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; benzene;
DOI:10.1016/S0040-4020(01)86076-2