2-[(1S,4S,5S)-5-methyl-4-(2-propenyl)-2-cyclohexenyl]oxomethyl-4,4-dimethyl-2-oxazoline

Base Information

Chemical Name:2-[(1S,4S,5S)-5-methyl-4-(2-propenyl)-2-cyclohexenyl]oxomethyl-4,4-dimethyl-2-oxazoline
CAS No.:654680-46-3
Molecular Formula:C₁₆H₂₅NO₂
Molecular Weight:263.38
Hs Code.:

Synonyms:2-[(1S,4S,5S)-5-methyl-4-(2-propenyl)-2-cyclohexenyl]oxomethyl-4,4-dimethyl-2-oxazoline

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Chemical Property of 2-[(1S,4S,5S)-5-methyl-4-(2-propenyl)-2-cyclohexenyl]oxomethyl-4,4-dimethyl-2-oxazoline

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Technology Process of 2-[(1S,4S,5S)-5-methyl-4-(2-propenyl)-2-cyclohexenyl]oxomethyl-4,4-dimethyl-2-oxazoline

There total 13 articles about 2-[(1S,4S,5S)-5-methyl-4-(2-propenyl)-2-cyclohexenyl]oxomethyl-4,4-dimethyl-2-oxazoline 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: 98.0%

: 74307-97-4
2-chloromethyl-4,4-dimethyl-4,5-dihydro-1,3-oxazole

: 654680-85-0
(1S,4S,5S)-4-Allyl-5-methyl-cyclohex-2-enol

: 654680-46-3
2-[(1S,4S,5S)-5-methyl-4-(2-propenyl)-2-cyclohexenyl]oxomethyl-4,4-dimethyl-2-oxazoline

Guidance literature:: With potassium hydride; In 1,2-dimethoxyethane; at 0 ℃; for 1h;

Reference yield:

: 654680-43-0
(1S,4R,5S)-5-hydroxymethyl-4-(2-propenyl)-2-cyclohexen-1-ol

: 654680-46-3
2-[(1S,4S,5S)-5-methyl-4-(2-propenyl)-2-cyclohexenyl]oxomethyl-4,4-dimethyl-2-oxazoline

Guidance literature:: Multi-step reaction with 3 steps

1: 67 percent / DMAP; pyridine / 0.67 h

2: 81 percent / NaBH₄ / hexamethylphosphoric acid triamide / 1 h / 70 °C

3: 98 percent / KH / 1,2-dimethoxy-ethane / 1 h / 0 °C

With pyridine; dmap; sodium tetrahydroborate; potassium hydride; In N,N,N,N,N,N-hexamethylphosphoric triamide; 1,2-dimethoxyethane;

Reference yield:

: (1R,4S)-4-Benzyloxy-cyclohex-2-enol

: 654680-46-3
2-[(1S,4S,5S)-5-methyl-4-(2-propenyl)-2-cyclohexenyl]oxomethyl-4,4-dimethyl-2-oxazoline

Guidance literature:: Multi-step reaction with 13 steps

1.1: 100 percent / toluene / 3 h / 180 °C

2.1: 94 percent / I₂; H₂O / 1,2-dimethoxy-ethane / 26 h / 20 °C

3.1: 96 percent / DBU / benzene / 3 h / Heating

4.1: 2.16 g / DIBALH / diethyl ether; hexane / 0.5 h / -78 °C

5.1: NaN(TMS)2 / tetrahydrofuran / 0.25 h

5.2: tetrahydrofuran / 0.33 h / -78 °C

5.3: 100 percent / tetrahydrofuran / 2 h / Heating

6.1: Ph₃P; DEAD; p-nitrobenzoic acid / tetrahydrofuran / 0 - 20 °C

6.2: 42 percent / LiOH*H₂O / tetrahydrofuran; H₂O / 6.5 h / 20 °C

7.1: 95 percent / m-CPBA / CH₂Cl₂ / 19 h / 20 °C

8.1: 100 percent / DMAP / CH₂Cl₂ / 1.5 h / Heating

9.1: Bu₃SnH; AIBN / toluene / 1 h / Heating

9.2: 83 percent / NH₄OH / toluene / 9 h / 20 °C

10.1: 70 percent / NaNH₂ / tetrahydrofuran / 0.25 h / -78 °C

11.1: 67 percent / DMAP; pyridine / 0.67 h

12.1: 81 percent / NaBH₄ / hexamethylphosphoric acid triamide / 1 h / 70 °C

13.1: 98 percent / KH / 1,2-dimethoxy-ethane / 1 h / 0 °C

With pyridine; dmap; sodium tetrahydroborate; 2,2'-azobis(isobutyronitrile); water; iodine; tri-n-butyl-tin hydride; sodium hexamethyldisilazane; potassium hydride; diisobutylaluminium hydride; sodium amide; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; diethylazodicarboxylate; 4-nitro-benzoic acid; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; 1,2-dimethoxyethane; diethyl ether; hexane; dichloromethane; toluene; benzene; 5.2: Wittig reaction / 5.3: Wittig reaction / 6.1: Mitsunobu reaction;