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119365-69-4

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Basic Information
CAS No.: 119365-69-4
Name: (R)-6,8-Dimercaptooctanoic acid
Article Data: 14
Molecular Structure:
Molecular Structure of 119365-69-4 ((R)-6,8-Dimercaptooctanoic acid)
Formula: C8H16 O2 S2
Molecular Weight: 208.346
Synonyms: Octanoicacid, 6,8-dimercapto-, (R)-; (R)-Dihydro-a-lipoic acid; (R)-Dihydrolipoic acid
Density: 1.134
Boiling Point: 361 ºC
Flash Point: 172 ºC
PSA: 114.90000
LogP: 2.24970
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119365-69-4

(R)-6,8-dimercaptooctanoic acid

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol at 20℃; for 1h;100%
With 1,4-dihydronicotinamide adenine dinucleotide; porcine heart dihydrolipoamide dehydrogenase at 35℃; Enzyme kinetics;
With sodium borohydrid In water; toluene
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119365-69-4

(R)-6,8-dimercaptooctanoic acid

Conditions
ConditionsYield
With sodium borate; sodium hydrogencarbonate
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119365-69-4

(R)-6,8-dimercaptooctanoic acid

Conditions
ConditionsYield
With hydrogen bromide anschliessend mit wss. Natronlauge;

(R)-6,8-Bis-acetylsulfanyl-octanoic acid ethyl ester

119365-69-4

(R)-6,8-dimercaptooctanoic acid

Conditions
ConditionsYield
With phosphate buffer pH 7.0; wheatgerm lipase
240414-07-7

Methyl (6R)-6,8-diacetyldihydrolipoate

119365-69-4

(R)-6,8-dimercaptooctanoic acid

Conditions
ConditionsYield
With potassium hydroxide; water at 20℃; for 6h; Hydrolysis;
35444-44-1

methyl adipoyl chloride

119365-69-4

(R)-6,8-dimercaptooctanoic acid

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: pyridine / CH2Cl2 / 4 h / 20 °C
2: CH2Cl2 / 3 h / 60 °C
3: yeast; EtOH; NaCl / H2O / 37 °C / pH 6.0 / Microbiological reaction
4: 72 percent / NaBH4 / tetrahydrofuran / 3 h / Heating
5: Et3N / CH2Cl2 / 1 h / 0 °C
6: dimethylformamide; cyclohexane / 4 h / 50 °C
7: H2O; KOH / 6 h / 20 °C
View Scheme
Multi-step reaction with 7 steps
1: Ca(OH)2 / CH2Cl2 / 2 h / Heating
2: NH3; H2O / CH2Cl2 / 3 h / 25 °C / pH 9
3: H2 / Ru2Cl4[(S)-BINAP]2*Et3N / methanol / 12 h / 80 °C / 22.5 Torr
4: 82 percent / NaBH4 / tetrahydrofuran / 3 h / Heating
5: Et3N / CH2Cl2 / 1 h / 0 °C
6: dimethylformamide; cyclohexane / 4 h / 50 °C
7: H2O; KOH / 6 h / 20 °C
View Scheme
116349-04-3

(6S)-(-)-methyl 6,8-dihydroxyoctanoate

119365-69-4

(R)-6,8-dimercaptooctanoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: Et3N / CH2Cl2 / 1 h / 0 °C
2: dimethylformamide; cyclohexane / 4 h / 50 °C
3: H2O; KOH / 6 h / 20 °C
View Scheme
116349-05-4

(6S)-(+)-methyl 6,8-bis(methylsulfonyloxy)octanoate

119365-69-4

(R)-6,8-dimercaptooctanoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dimethylformamide; cyclohexane / 4 h / 50 °C
2: H2O; KOH / 6 h / 20 °C
View Scheme
Stage #1: (6S)-(+)-methyl 6,8-bis(methylsulfonyloxy)octanoate With sodium sulfide; sulfur In methanol
Stage #2: With sodium hydroxide; sodium tetrahydroborate In methanol; water
Stage #3: With methanol; sulfuric acid; water pH=4;
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3-oxo-1,8-octanoic acid dimethyl ester

119365-69-4

(R)-6,8-dimercaptooctanoic acid

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: H2 / Ru2Cl4[(S)-BINAP]2*Et3N / methanol / 12 h / 80 °C / 22.5 Torr
2: 82 percent / NaBH4 / tetrahydrofuran / 3 h / Heating
3: Et3N / CH2Cl2 / 1 h / 0 °C
4: dimethylformamide; cyclohexane / 4 h / 50 °C
5: H2O; KOH / 6 h / 20 °C
View Scheme
142886-33-7

(3S)-3-hydroxyoctanedioic acid dimethyl ester

119365-69-4

(R)-6,8-dimercaptooctanoic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 82 percent / NaBH4 / tetrahydrofuran / 3 h / Heating
2: Et3N / CH2Cl2 / 1 h / 0 °C
3: dimethylformamide; cyclohexane / 4 h / 50 °C
4: H2O; KOH / 6 h / 20 °C
View Scheme
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