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14917-83-0

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Basic Information
CAS No.: 14917-83-0
Name: Bicyclo[4.1.0]hept-2-ene-3-carboxaldehyde, 7,7-dimethyl-, (1R,6S)-
Article Data: 7
Molecular Structure:
Molecular Structure of 14917-83-0 (Bicyclo[4.1.0]hept-2-ene-3-carboxaldehyde, 7,7-dimethyl-, (1R,6S)-)
Formula: C10H14O
Molecular Weight: 150.221
Synonyms: (1R,6S)-7,7-Dimethyl-bicyclo[4.1.0]hept-2-ene-3-carbaldehyde;(1R,6S)-7,7-dimethylbicyclo[4.1.0]hept-2-ene-3-carboxaldehyde;
Boiling Point: 50 - 54 °C (0.03 mmHg)
PSA: 17.07000
LogP: 2.17770
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Synthetic route
78012-40-5

(4S)-4-(1-chloro-1-methylethyl)-1-cyclohexenecarboxaldehyde

14917-83-0

(1R,6S)-7,7-dimethylbicyclo[4.1.0]hept-2-ene-3-carboxaldehyde

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran at 0℃;94%
With potassium tert-butylate In tetrahydrofuran at 0℃; Yield given;
18031-40-8

(S)-(-)-perillaldehyde

14917-83-0

(1R,6S)-7,7-dimethylbicyclo[4.1.0]hept-2-ene-3-carboxaldehyde

Conditions
ConditionsYield
Stage #1: (S)-(-)-perillaldehyde With hydrogen bromide; acetic acid at 0 - 25℃; for 2.5h;
Stage #2: With tert-Amyl alcohol; potassium tert-butylate at 0 - 25℃; for 3h;		45%
(i) HBr, AcOH, (ii) KOtBu, t-amyl alcohol; Multistep reaction;
With potassium tert-butylate; hydrogen bromide; acetic acid Multistep reaction;
14917-83-0

(1R,6S)-7,7-dimethylbicyclo[4.1.0]hept-2-ene-3-carboxaldehyde

2627-86-3

(S)-1-phenyl-ethylamine

(S)-N-(((1R,6S)-7,7-dimethylbicyclo[4.1.0]hept-2-en-3-yl)methyl)-1-phenylethanamine

Conditions
ConditionsYield
Stage #1: (1R,6S)-7,7-dimethylbicyclo[4.1.0]hept-2-ene-3-carboxaldehyde; (S)-1-phenyl-ethylamine In ethanol for 2h; Reflux;
Stage #2: With sodium tetrahydroborate In ethanol for 2h; Reflux;		75%
74-93-1

methylthiol

14917-83-0

(1R,6S)-7,7-dimethylbicyclo[4.1.0]hept-2-ene-3-carboxaldehyde

115047-49-9

(1R,6S)-7,7-dimethyl-3-(bis(methylthio)methyl)bicyclo<4.1.0>hept-2-ene

Conditions
ConditionsYield
With titanium tetrachloride at -78℃; for 0.166667h;70%
109-80-8

1.3-propanedithiol

14917-83-0

(1R,6S)-7,7-dimethylbicyclo[4.1.0]hept-2-ene-3-carboxaldehyde

78012-41-6

(1R,6S)-7,7-dimethyl-3-(1,3-dithia-2-cyclohexyl)bicyclo<4.1.0>hept-2-ene

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane68%
With boron trifluoride diethyl etherate In dichloromethane at 0℃; for 2.5h;46%
14917-83-0

(1R,6S)-7,7-dimethylbicyclo[4.1.0]hept-2-ene-3-carboxaldehyde

3886-69-9

(R)-1-phenyl-ethyl-amine

(R)-N-(((1R,6S)-7,7-dimethylbicyclo[4.1.0]hept-2-en-3-yl)methyl)-1-phenylethanamine

Conditions
ConditionsYield
Stage #1: (1R,6S)-7,7-dimethylbicyclo[4.1.0]hept-2-ene-3-carboxaldehyde; (R)-1-phenyl-ethyl-amine In ethanol for 2h; Reflux;
Stage #2: With sodium tetrahydroborate In ethanol for 2h; Reflux;		66%
14917-83-0

(1R,6S)-7,7-dimethylbicyclo[4.1.0]hept-2-ene-3-carboxaldehyde

100-46-9

benzylamine

N-benzyl-1-((1R,6S)-7,7-dimethylbicyclo[4.1.0]hept-2-en-3-yl)methanamine

Conditions
ConditionsYield
Stage #1: (1R,6S)-7,7-dimethylbicyclo[4.1.0]hept-2-ene-3-carboxaldehyde; benzylamine In ethanol at 20℃; for 2h;
Stage #2: With sodium tetrahydroborate In ethanol at 20℃; for 2h;		62%
14917-83-0

(1R,6S)-7,7-dimethylbicyclo[4.1.0]hept-2-ene-3-carboxaldehyde

(1R,6S)-7,7-dimethylbicyclo[4.1.0]hept-2-ene-3-carboxylic acid

Conditions
ConditionsYield
With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; tert-butyl alcohol In water Solvent; Reagent/catalyst;60%
14917-83-0

(1R,6S)-7,7-dimethylbicyclo[4.1.0]hept-2-ene-3-carboxaldehyde

65434-72-2

2-(triphenylphosphoranylidene)succinic acid 1-ethyl ester

2-[1-((1R,6S)-7,7-Dimethyl-bicyclo[4.1.0]hept-2-en-3-yl)-meth-(E)-ylidene]-succinic acid 1-ethyl ester

Conditions
ConditionsYield
In benzene at 50℃; for 48h;47%
7677-24-9

trimethylsilyl cyanide

14917-83-0

(1R,6S)-7,7-dimethylbicyclo[4.1.0]hept-2-ene-3-carboxaldehyde

(1R,6S)-7,7-dimethyl-3-(cyanotrimethylsiloxymethyl)-bicyclo<4.1.0>hept-2-ene

Conditions
ConditionsYield
With potassium cyanide; 18-crown-6 ether at 0℃; for 0.25h;
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