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205687-01-0

Basic Information
CAS No.: 205687-01-0
Name: Capsiate
Article Data: 6
Molecular Structure:
Molecular Structure of 205687-01-0 (Capsiate)
Formula: C18H26O4
Molecular Weight: 306.402
Synonyms: Capsiate Natura;UNII-PX8I7HG5I3;capsiate;
Density: 1.053
Boiling Point: 421.3±40.0 °C(Predicted)
PSA: 55.76000
LogP: 4.21660
Synthetic route
59320-77-3

trans-8-methyl-6-nonenoic acid

498-00-0

4-hydroxymethyl-2-methoxyphenol

205687-01-0

capsiate

Conditions
ConditionsYield
Novozym 435 at 50℃; for 16h; Polyacrylate;86.6%
With di-isopropyl azodicarboxylate; thiamine diphosphate In tetrahydrofuran at 20℃; Mitsunobu esterification;51%
1073340-78-9

4-t-butyldimethylsilyloxy-3-methoxybenzyl (E)-8-methylnon-6-enoate

205687-01-0

capsiate

Conditions
ConditionsYield
With hydrogenchloride; water In ethanol at 20℃; for 18h; Inert atmosphere;79.42%
5129-54-4

8-methylnonanoic acid methyl ester

5129-53-3

methyl isononanoate

498-00-0

4-hydroxymethyl-2-methoxyphenol

112375-54-9

(E)-methyl 8-methyl-6-nonenoate

A

Dihydrocapsiate

B

205687-01-0

capsiate

C

Nordihydrocapsiate

Conditions
ConditionsYield
novozyme 435 at 25℃; for 45h;
59320-77-3

trans-8-methyl-6-nonenoic acid

205687-01-0

capsiate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: thionyl chloride / 1 h / 60 °C
2: pyridine / 18 h / Inert atmosphere
3: hydrogenchloride; water / ethanol / 18 h / 20 °C / Inert atmosphere
View Scheme
69404-94-0

O-tert-butyldimethylsilylvanillin

205687-01-0

capsiate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 48 h / 20 °C / Cooling with ice; Inert atmosphere
2: pyridine / 18 h / Inert atmosphere
3: hydrogenchloride; water / ethanol / 18 h / 20 °C / Inert atmosphere
View Scheme
121-33-5

vanillin

205687-01-0

capsiate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: pyridine / 24 h / 20 °C / Inert atmosphere
2: diisobutylaluminium hydride / tetrahydrofuran; toluene / 48 h / 20 °C / Cooling with ice; Inert atmosphere
3: pyridine / 18 h / Inert atmosphere
4: hydrogenchloride; water / ethanol / 18 h / 20 °C / Inert atmosphere
View Scheme
31467-60-4

(6Z)-8-methyl-6-nonaneneoic acid

205687-01-0

capsiate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: nitric acid; sodium nitrite / water / 1.5 h / 70 °C / Inert atmosphere
2: thionyl chloride / 1 h / 60 °C
3: pyridine / 18 h / Inert atmosphere
4: hydrogenchloride; water / ethanol / 18 h / 20 °C / Inert atmosphere
View Scheme
95636-02-5

(E)-8-Methylnon-6-enoic acid chloride

113931-96-7

4-<(tert-butyldimethylsilyl)oxy>-3-methoxybenzyl alcohol

205687-01-0

capsiate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine / 18 h / Inert atmosphere
2: hydrogenchloride; water / ethanol / 18 h / 20 °C / Inert atmosphere
View Scheme
205687-01-0

capsiate

A

O-[4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-3-methoxybenzyl]-8-methyl-6-nonenoic acid ester

B

C32H44O13

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In toluene at 20℃; for 17h; Cooling with ice; Overall yield = 67 %; Overall yield = 4.58 g;A n/a
B n/a
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