1070-65-1Relevant articles and documents
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Reed,Niu
, p. 416,418 (1955)
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Version: 1.0
Creation Date: Aug 19, 2017
Revision Date: Aug 19, 2017
Product name | ethyl 8-chloro-6-hydroxyoctanoate |
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Product number | - |
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Other names | ETHYL 8-CHLORO-6-HYDROXYOCTANATE |
Identified uses | For industry use only. |
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Uses advised against | no data available |
Emergency phone number | - |
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Service hours | Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours). |
More Details:1070-65-1 SDS
Conditions | Yield |
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With thionyl chloride; 1,1,2,2-tetrachloroethane anschliessendes Behandeln mit Aethylen und Aluminiumchlorid und Behandeln der nach dem Versetzen mit wss.Salzsaeure erhaltenen nicht-waessrigen Phase des Reaktionsgemisches mit Natriumboranat in Aethanol; |
6-hydroxy-8-chlorooctanoic acid ethyl ester
Conditions | Yield |
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With sodium tetrahydroborate; tetrabutylammomium bromide; ammonia In 1,2-dichloro-ethane at 10 - 30℃; for 2h; Large scale; | 95 kg |
6-hydroxy-8-chlorooctanoic acid ethyl ester
6,8-dichlorooctanoic acid ethyl ester
Conditions | Yield |
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With phosgene; N,N'-dimethylbenzylamine In 1,2-dichloro-ethane at 10 - 75℃; for 2.5h; Concentration; Solvent; Reagent/catalyst; Temperature; | 96.69% |
With pyridine; thionyl chloride; benzene | |
With thionyl chloride In toluene at 100℃; for 5h; Reagent/catalyst; Solvent; Cooling with ice; Large scale; | 480 kg |
6-hydroxy-8-chlorooctanoic acid ethyl ester
(+)-8-chloro-6-hydroxy-octanoic acid
Conditions | Yield |
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With lithium hydroxide In ethanol Ambient temperature; Yield given; |
6-hydroxy-8-chlorooctanoic acid ethyl ester
N-(3-chloropropyl)-8-chloro-6-hydroxyoctylamine
Conditions | Yield |
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Multi-step reaction with 3 steps 1: LiOH*H2O / aq. ethanol / Ambient temperature 2: 89 percent / N-methylmorpholine, 1-N-hydroxybenzotriazole, dicyclohexylcarbodiimide / dimethylformamide / 96 h / Ambient temperature 3: 75.4 percent / B2H6 / tetrahydrofuran / Ambient temperature View Scheme |
6-hydroxy-8-chlorooctanoic acid ethyl ester
N-(3-chloropropyl)-8-chloro-6-hydroxyoctanamide
Conditions | Yield |
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Multi-step reaction with 2 steps 1: LiOH*H2O / aq. ethanol / Ambient temperature 2: 89 percent / N-methylmorpholine, 1-N-hydroxybenzotriazole, dicyclohexylcarbodiimide / dimethylformamide / 96 h / Ambient temperature View Scheme |
6-hydroxy-8-chlorooctanoic acid ethyl ester
N-(tert-butyloxycarbonyl)-N-(3-chloropropyl)-8-chloro-6-hydroxyoctylamine
Conditions | Yield |
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Multi-step reaction with 4 steps 1: LiOH*H2O / aq. ethanol / Ambient temperature 2: 89 percent / N-methylmorpholine, 1-N-hydroxybenzotriazole, dicyclohexylcarbodiimide / dimethylformamide / 96 h / Ambient temperature 3: 75.4 percent / B2H6 / tetrahydrofuran / Ambient temperature 4: 77 percent / NaHCO3, NaCl / CHCl3; H2O / 2 h / Heating View Scheme |
6-hydroxy-8-chlorooctanoic acid ethyl ester
(8-Chloro-6-hydroxy-octyl)-(3-chloro-propyl)-carbamic acid benzyl ester
Conditions | Yield |
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Multi-step reaction with 4 steps 1: LiOH*H2O / aq. ethanol / Ambient temperature 2: 89 percent / N-methylmorpholine, 1-N-hydroxybenzotriazole, dicyclohexylcarbodiimide / dimethylformamide / 96 h / Ambient temperature 3: 75.4 percent / B2H6 / tetrahydrofuran / Ambient temperature 4: 84 percent / 1M KOH / diethyl ether / Ambient temperature View Scheme |
6-hydroxy-8-chlorooctanoic acid ethyl ester
N-(tert-butyloxycarbonyl)-N-(3-azidopropyl)-8-azido-6-hydroxyoctylamine
Conditions | Yield |
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Multi-step reaction with 5 steps 1: LiOH*H2O / aq. ethanol / Ambient temperature 2: 89 percent / N-methylmorpholine, 1-N-hydroxybenzotriazole, dicyclohexylcarbodiimide / dimethylformamide / 96 h / Ambient temperature 3: 75.4 percent / B2H6 / tetrahydrofuran / Ambient temperature 4: 77 percent / NaHCO3, NaCl / CHCl3; H2O / 2 h / Heating 5: 93 percent / LiN3, LiI / dimethylformamide / 30 h / 60 °C View Scheme |
6-hydroxy-8-chlorooctanoic acid ethyl ester
(8-Chloro-6-hydroxy-octyl)-(3-chloro-propyl)-carbamic acid 4-nitro-benzyl ester
Conditions | Yield |
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Multi-step reaction with 4 steps 1: LiOH*H2O / aq. ethanol / Ambient temperature 2: 89 percent / N-methylmorpholine, 1-N-hydroxybenzotriazole, dicyclohexylcarbodiimide / dimethylformamide / 96 h / Ambient temperature 3: 75.4 percent / B2H6 / tetrahydrofuran / Ambient temperature 4: 70 percent / 1M KOH / diethyl ether / Ambient temperature View Scheme |
6-hydroxy-8-chlorooctanoic acid ethyl ester
(8-Azido-6-hydroxy-octyl)-(3-azido-propyl)-carbamic acid benzyl ester
Conditions | Yield |
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Multi-step reaction with 5 steps 1: LiOH*H2O / aq. ethanol / Ambient temperature 2: 89 percent / N-methylmorpholine, 1-N-hydroxybenzotriazole, dicyclohexylcarbodiimide / dimethylformamide / 96 h / Ambient temperature 3: 75.4 percent / B2H6 / tetrahydrofuran / Ambient temperature 4: 84 percent / 1M KOH / diethyl ether / Ambient temperature 5: 65 percent / LiN3, LiI / dimethylformamide / 30 h / 60 °C View Scheme |
6-hydroxy-8-chlorooctanoic acid ethyl ester
Methanesulfonic acid 1-(2-azido-ethyl)-6-[(3-azido-propyl)-tert-butoxycarbonyl-amino]-hexyl ester
Conditions | Yield |
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Multi-step reaction with 6 steps 1: LiOH*H2O / aq. ethanol / Ambient temperature 2: 89 percent / N-methylmorpholine, 1-N-hydroxybenzotriazole, dicyclohexylcarbodiimide / dimethylformamide / 96 h / Ambient temperature 3: 75.4 percent / B2H6 / tetrahydrofuran / Ambient temperature 4: 77 percent / NaHCO3, NaCl / CHCl3; H2O / 2 h / Heating 5: 93 percent / LiN3, LiI / dimethylformamide / 30 h / 60 °C 6: 92 percent / Et3N / CH2Cl2 / Ambient temperature View Scheme |
6-hydroxy-8-chlorooctanoic acid ethyl ester
(8-Azido-6-hydroxy-octyl)-(3-azido-propyl)-carbamic acid 4-nitro-benzyl ester
Conditions | Yield |
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Multi-step reaction with 5 steps 1: LiOH*H2O / aq. ethanol / Ambient temperature 2: 89 percent / N-methylmorpholine, 1-N-hydroxybenzotriazole, dicyclohexylcarbodiimide / dimethylformamide / 96 h / Ambient temperature 3: 75.4 percent / B2H6 / tetrahydrofuran / Ambient temperature 4: 70 percent / 1M KOH / diethyl ether / Ambient temperature 5: 88 percent / LiN3, LiI / dimethylformamide / 30 h / 60 °C View Scheme |
6-hydroxy-8-chlorooctanoic acid ethyl ester
Conditions | Yield |
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Multi-step reaction with 8 steps 1: LiOH*H2O / aq. ethanol / Ambient temperature 2: 89 percent / N-methylmorpholine, 1-N-hydroxybenzotriazole, dicyclohexylcarbodiimide / dimethylformamide / 96 h / Ambient temperature 3: 75.4 percent / B2H6 / tetrahydrofuran / Ambient temperature 4: 70 percent / 1M KOH / diethyl ether / Ambient temperature 5: 88 percent / LiN3, LiI / dimethylformamide / 30 h / 60 °C 6: 99 percent / Et3N / CH2Cl2 / Ambient temperature 7: 43 percent / sodium methoxide / a) r.t., 48 h, b) 25 deg C, 12 h, sonication 8: 49 mg / H2, ethanol / 10percent Pd/C / methanol / 2585.7 Torr View Scheme |
6-hydroxy-8-chlorooctanoic acid ethyl ester
Methanesulfonic acid 1-(2-azido-ethyl)-6-[(3-azido-propyl)-benzyloxycarbonyl-amino]-hexyl ester
Conditions | Yield |
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Multi-step reaction with 6 steps 1: LiOH*H2O / aq. ethanol / Ambient temperature 2: 89 percent / N-methylmorpholine, 1-N-hydroxybenzotriazole, dicyclohexylcarbodiimide / dimethylformamide / 96 h / Ambient temperature 3: 75.4 percent / B2H6 / tetrahydrofuran / Ambient temperature 4: 84 percent / 1M KOH / diethyl ether / Ambient temperature 5: 65 percent / LiN3, LiI / dimethylformamide / 30 h / 60 °C 6: 88 percent / Et3N / CH2Cl2 / Ambient temperature View Scheme |
6-hydroxy-8-chlorooctanoic acid ethyl ester
Methanesulfonic acid 1-(2-azido-ethyl)-6-[(3-azido-propyl)-(4-nitro-benzyloxycarbonyl)-amino]-hexyl ester
Conditions | Yield |
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Multi-step reaction with 6 steps 1: LiOH*H2O / aq. ethanol / Ambient temperature 2: 89 percent / N-methylmorpholine, 1-N-hydroxybenzotriazole, dicyclohexylcarbodiimide / dimethylformamide / 96 h / Ambient temperature 3: 75.4 percent / B2H6 / tetrahydrofuran / Ambient temperature 4: 70 percent / 1M KOH / diethyl ether / Ambient temperature 5: 88 percent / LiN3, LiI / dimethylformamide / 30 h / 60 °C 6: 99 percent / Et3N / CH2Cl2 / Ambient temperature View Scheme |
6-hydroxy-8-chlorooctanoic acid ethyl ester
Conditions | Yield |
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Multi-step reaction with 7 steps 1: LiOH*H2O / aq. ethanol / Ambient temperature 2: 89 percent / N-methylmorpholine, 1-N-hydroxybenzotriazole, dicyclohexylcarbodiimide / dimethylformamide / 96 h / Ambient temperature 3: 75.4 percent / B2H6 / tetrahydrofuran / Ambient temperature 4: 77 percent / NaHCO3, NaCl / CHCl3; H2O / 2 h / Heating 5: 93 percent / LiN3, LiI / dimethylformamide / 30 h / 60 °C 6: 92 percent / Et3N / CH2Cl2 / Ambient temperature 7: 28 percent / sodium methoxide / a) r.t., 48 h, b) 25 deg C, 12 h, sonication View Scheme |
6-hydroxy-8-chlorooctanoic acid ethyl ester
Conditions | Yield |
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Multi-step reaction with 7 steps 1: LiOH*H2O / aq. ethanol / Ambient temperature 2: 89 percent / N-methylmorpholine, 1-N-hydroxybenzotriazole, dicyclohexylcarbodiimide / dimethylformamide / 96 h / Ambient temperature 3: 75.4 percent / B2H6 / tetrahydrofuran / Ambient temperature 4: 84 percent / 1M KOH / diethyl ether / Ambient temperature 5: 65 percent / LiN3, LiI / dimethylformamide / 30 h / 60 °C 6: 88 percent / Et3N / CH2Cl2 / Ambient temperature 7: 80 percent / sodium methoxide / a) r.t., 48 h, b) 25 deg C, 12 h, sonication View Scheme |
6-hydroxy-8-chlorooctanoic acid ethyl ester
Conditions | Yield |
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Multi-step reaction with 9 steps 1: LiOH*H2O / aq. ethanol / Ambient temperature 2: 89 percent / N-methylmorpholine, 1-N-hydroxybenzotriazole, dicyclohexylcarbodiimide / dimethylformamide / 96 h / Ambient temperature 3: 75.4 percent / B2H6 / tetrahydrofuran / Ambient temperature 4: 70 percent / 1M KOH / diethyl ether / Ambient temperature 5: 88 percent / LiN3, LiI / dimethylformamide / 30 h / 60 °C 6: 99 percent / Et3N / CH2Cl2 / Ambient temperature 7: 43 percent / sodium methoxide / a) r.t., 48 h, b) 25 deg C, 12 h, sonication 8: 49 mg / H2, ethanol / 10percent Pd/C / methanol / 2585.7 Torr 9: 88percent formic acid / 3 h / Ambient temperature View Scheme |
6-hydroxy-8-chlorooctanoic acid ethyl ester
{6-[(3aS,4S,6R,6aR)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethylsulfanyl]-8-azido-octyl}-(3-azido-propyl)-carbamic acid 4-nitro-benzyl ester
Conditions | Yield |
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Multi-step reaction with 7 steps 1: LiOH*H2O / aq. ethanol / Ambient temperature 2: 89 percent / N-methylmorpholine, 1-N-hydroxybenzotriazole, dicyclohexylcarbodiimide / dimethylformamide / 96 h / Ambient temperature 3: 75.4 percent / B2H6 / tetrahydrofuran / Ambient temperature 4: 70 percent / 1M KOH / diethyl ether / Ambient temperature 5: 88 percent / LiN3, LiI / dimethylformamide / 30 h / 60 °C 6: 99 percent / Et3N / CH2Cl2 / Ambient temperature 7: 43 percent / sodium methoxide / a) r.t., 48 h, b) 25 deg C, 12 h, sonication View Scheme |
vinyl propionate
6-hydroxy-8-chlorooctanoic acid ethyl ester
B
ethyl (R)-8-chloro-6-hydroxyoctanoate
C
acetaldehyde
Conditions | Yield |
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With Novozym 435 (lipase B from Candida antarctica) In di-isopropyl ether at 40℃; for 7h; Resolution of racemate; Enzymatic reaction; | A n/a B n/a C n/a |
vinyl n-butyrate
6-hydroxy-8-chlorooctanoic acid ethyl ester
B
ethyl (R)-8-chloro-6-hydroxyoctanoate
C
acetaldehyde
Conditions | Yield |
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With Novozym 435 (lipase B from Candida antarctica) In di-isopropyl ether at 40℃; for 7h; Resolution of racemate; Enzymatic reaction; | A n/a B n/a C n/a |
6-hydroxy-8-chlorooctanoic acid ethyl ester
acetic anhydride
B
ethyl (R)-8-chloro-6-hydroxyoctanoate
Conditions | Yield |
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With Novozym 435 (lipase B from Candida antarctica) In di-isopropyl ether at 40℃; for 7h; Resolution of racemate; Enzymatic reaction; | A n/a B n/a |
butanoic acid anhydride
6-hydroxy-8-chlorooctanoic acid ethyl ester
B
ethyl (R)-8-chloro-6-hydroxyoctanoate
Conditions | Yield |
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With Novozym 435 (lipase B from Candida antarctica) In di-isopropyl ether at 40℃; for 7h; Resolution of racemate; Enzymatic reaction; | A n/a B n/a |
6-hydroxy-8-chlorooctanoic acid ethyl ester
2-Methylpropionic anhydride
B
ethyl (R)-8-chloro-6-hydroxyoctanoate
Conditions | Yield |
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With Novozym 435 (lipase B from Candida antarctica) In di-isopropyl ether at 40℃; for 7h; Resolution of racemate; Enzymatic reaction; | A n/a B n/a |
pentanoic anhydride
6-hydroxy-8-chlorooctanoic acid ethyl ester
B
ethyl (R)-8-chloro-6-hydroxyoctanoate
Conditions | Yield |
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With Novozym 435 (lipase B from Candida antarctica) In di-isopropyl ether at 40℃; for 7h; Resolution of racemate; Enzymatic reaction; | A n/a B n/a |
vinyl acetate
6-hydroxy-8-chlorooctanoic acid ethyl ester
B
ethyl (R)-8-chloro-6-hydroxyoctanoate
C
acetaldehyde
Conditions | Yield |
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With Novozym 435 (lipase B from Candida antarctica) In di-isopropyl ether at 40℃; for 7h; Reagent/catalyst; Solvent; Time; Temperature; Resolution of racemate; Enzymatic reaction; | A n/a B n/a C n/a |
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