Hubei CuiRan Biotechnology Co., Ltd is a leading company in the research, development, manufacture and marketing of High Quality Phytochemicals and Extracts(especially Active Ingredients from Traditional Chinese Medicine,Traditional Chinese Medicine)
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inquiryAppearance:white to light yellow crystal powder Storage:R.T Package:25kg/drum Application:Quinic acid is a plant metabolite, a chiral building block of multi-step chemical synthesis of natural products. It has been used as a standard for the determi
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inquiryProduct Name: Quinic acid Synonyms: (3R,5R)-1,3,4,5-TETRAHYDROXY-CYCLOHEXANECARBOXYLIC ACID;D-(−)-Quinic acid;(-)-QUINIC ACID;QUINIC ACID;(-) QUINIC ACID 500MG NEAT;(-)-QUINIC ACID FOR RESOLUTION OF RACEMATES 98+%;Cyclohexanecarboxylic ac
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methyl (-)-quinate
D-(-)-quinic acid
Conditions | Yield |
---|---|
With sodium hydroxide; water for 13h; Ambient temperature; | 100% |
With water; sodium hydroxide In tetrahydrofuran at 20℃; for 5h; | 90% |
Multi-step reaction with 4 steps 1: triethylamine / N,N-dimethyl-formamide / 18 h / 0 - 20 °C / Inert atmosphere 2: Dess-Martin periodane / dichloromethane / 20 °C 3: sodium tetrahydroborate / ethanol / 0.67 h / -30 °C 4: hydrogenchloride / water / 1 h View Scheme |
Methyl (1S,3R,4R,5R)-3-<(tert-Butyl)dimethylsilyloxy>-1,4,5-trihydroxycyclohexane-1-carboxylate
D-(-)-quinic acid
Conditions | Yield |
---|---|
With potassium hydroxide; acetic acid In tetrahydrofuran; water 1) 1 h, 2) 15 h, r.t.; | 90% |
3-caffeoylquinic acid
D-(-)-quinic acid
Conditions | Yield |
---|---|
With methanol; sodium hydroxide at 60℃; for 4h; | 88% |
With 3percent HCl at 90℃; for 3h; Product distribution; | |
Multi-step reaction with 2 steps 1: palladium/charcoal; acetic acid / Hydrogenation 2: aqueous hydrochloric acid View Scheme |
Conditions | Yield |
---|---|
bei der Alkalispaltung; |
1,3-di-O-caffeoylquinic acid
D-(-)-quinic acid
Conditions | Yield |
---|---|
With sodium hydroxide | |
With barium dihydroxide |
(1S,3S,4R,5R)-3-((3-(3,4-dihydroxyphenyl)propanoyl)oxy)-1,4,5-trihydroxycyclohexane-1-carboxylic acid
D-(-)-quinic acid
Conditions | Yield |
---|---|
With sodium hydroxide | |
With hydrogenchloride |
Conditions | Yield |
---|---|
microbial construct AB2848aroD/pKD136/pTW8090A; | 25 mmol |
With Escherichia coli QP1.1; pKD12138; standard fermentation medium In water at 33 - 37℃; for 48h; pH=7.0; |
3,5-dicaffeoylquinic acid
A
caffeic acid
B
D-(-)-quinic acid
Conditions | Yield |
---|---|
With water; unspecific esterase hydrolysis; | |
With water hydrolysis with unspecific esterase; |
5-O-p-coumaroylquinic acid methyl ester
A
p-Coumaric Acid
B
D-(-)-quinic acid
Conditions | Yield |
---|---|
With potassium hydroxide In ethanol for 1h; Heating; |
D-(-)-quinic acid
Conditions | Yield |
---|---|
With tannase In water at 37℃; for 6h; |
Conditions | Yield |
---|---|
With hydrogenchloride In water |
hydrogen cyanide
Acetic acid (2R,6R)-2,6-diacetoxy-4-methylene-cyclohexyl ester
D-(-)-quinic acid
Conditions | Yield |
---|---|
Multistep reaction; |
D-Glucose
A
shikimic acid
B
D-(-)-quinic acid
C
(-)-3-dehydroshikimic acid
Conditions | Yield |
---|---|
With E. coli SP1.1; pKD12112 for 12h; Product distribution; var. time; | |
With air; Escherichia coli SP1.1PTS-; pSC6.090B at 33℃; for 60h; pH=7; | |
With air; Escherichia coli SP1.1PTS-; pSC6.090B at 33℃; for 30h; pH=7; |
D-(-)-quinic acid
Conditions | Yield |
---|---|
With ethanol; platinum Hydrogenation; |
D-Glucose
phosphoenolpyruvic acid
A
shikimic acid
B
D-(-)-quinic acid
C
(-)-3-dehydroshikimic acid
Conditions | Yield |
---|---|
With dipotassium hydrogenphosphate; E. coli SP1.1; pKD12138; citric acid In water at 33℃; pH=7.0; Enzyme kinetics; Further Variations:; Reagents; |
(-)-(1S,4R,4aS,5R,8aR)-5-tert-Butyldimethylsilyloxy-1,4,4a,6,7,8a-hexahydro-endo-1,4-methanonaphthalen-8(5H)-one
D-(-)-quinic acid
Conditions | Yield |
---|---|
Multi-step reaction with 11 steps 1: 86 percent / NaH / tetrahydrofuran / 23 h / Ambient temperature 2: 90 percent / O2, KF, P(OEt)3 / dimethylsulfoxide / 22 h / Ambient temperature 3: 100 percent / pyridine / 38 h / Ambient temperature 4: 100 percent / diphenyl ether / 1 h / 280 °C 5: 86 percent / OsO4, NMO, H2O / tetrahydrofuran / 72 h / 0 °C 6: PPTS / 65 h 7: NaBH4 / methanol / 1.5 h / -78 °C 8: 100 percent / 14 h / 50 °C 9: 80 percent / Bu3SnH / toluene / 9 h / Heating 10: 86 percent / CBr4, MeOH / 19 h / Heating 11: 100 percent / NaOH, H2O / 13 h / Ambient temperature View Scheme |
(1R,4S,4aR,8R,8aS)-8-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-1,4,4a,7,8,8a-hexahydro-1,4-methano-naphthalene-6-carboxylic acid methyl ester
D-(-)-quinic acid
Conditions | Yield |
---|---|
Multi-step reaction with 10 steps 1: 90 percent / O2, KF, P(OEt)3 / dimethylsulfoxide / 22 h / Ambient temperature 2: 100 percent / pyridine / 38 h / Ambient temperature 3: 100 percent / diphenyl ether / 1 h / 280 °C 4: 86 percent / OsO4, NMO, H2O / tetrahydrofuran / 72 h / 0 °C 5: PPTS / 65 h 6: NaBH4 / methanol / 1.5 h / -78 °C 7: 100 percent / 14 h / 50 °C 8: 80 percent / Bu3SnH / toluene / 9 h / Heating 9: 86 percent / CBr4, MeOH / 19 h / Heating 10: 100 percent / NaOH, H2O / 13 h / Ambient temperature View Scheme |
(1R,5R)-1-Acetoxy-5-(tert-butyl-dimethyl-silanyloxy)-2-oxo-cyclohex-3-enecarboxylic acid methyl ester
D-(-)-quinic acid
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: 86 percent / OsO4, NMO, H2O / tetrahydrofuran / 72 h / 0 °C 2: PPTS / 65 h 3: NaBH4 / methanol / 1.5 h / -78 °C 4: 100 percent / 14 h / 50 °C 5: 80 percent / Bu3SnH / toluene / 9 h / Heating 6: 86 percent / CBr4, MeOH / 19 h / Heating 7: 100 percent / NaOH, H2O / 13 h / Ambient temperature View Scheme |
(1R,4S,4aR,6R,8R,8aS)-8-(tert-Butyl-dimethyl-silanyloxy)-6-hydroxy-5-oxo-1,4,4a,5,6,7,8,8a-octahydro-1,4-methano-naphthalene-6-carboxylic acid methyl ester
D-(-)-quinic acid
Conditions | Yield |
---|---|
Multi-step reaction with 9 steps 1: 100 percent / pyridine / 38 h / Ambient temperature 2: 100 percent / diphenyl ether / 1 h / 280 °C 3: 86 percent / OsO4, NMO, H2O / tetrahydrofuran / 72 h / 0 °C 4: PPTS / 65 h 5: NaBH4 / methanol / 1.5 h / -78 °C 6: 100 percent / 14 h / 50 °C 7: 80 percent / Bu3SnH / toluene / 9 h / Heating 8: 86 percent / CBr4, MeOH / 19 h / Heating 9: 100 percent / NaOH, H2O / 13 h / Ambient temperature View Scheme |
(3aR,5S,7R,7aR)-5-Acetoxy-7-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-hexahydro-benzo[1,3]dioxole-5-carboxylic acid methyl ester
D-(-)-quinic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 86 percent / CBr4, MeOH / 19 h / Heating 2: 100 percent / NaOH, H2O / 13 h / Ambient temperature View Scheme |
(3aR,4S,5R,7R,7aR)-5-Acetoxy-7-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxole-5-carboxylic acid methyl ester
D-(-)-quinic acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 100 percent / 14 h / 50 °C 2: 80 percent / Bu3SnH / toluene / 9 h / Heating 3: 86 percent / CBr4, MeOH / 19 h / Heating 4: 100 percent / NaOH, H2O / 13 h / Ambient temperature View Scheme |
(3aS,5R,7R,7aR)-5-Acetoxy-7-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-4-oxo-hexahydro-benzo[1,3]dioxole-5-carboxylic acid methyl ester
D-(-)-quinic acid
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: NaBH4 / methanol / 1.5 h / -78 °C 2: 100 percent / 14 h / 50 °C 3: 80 percent / Bu3SnH / toluene / 9 h / Heating 4: 86 percent / CBr4, MeOH / 19 h / Heating 5: 100 percent / NaOH, H2O / 13 h / Ambient temperature View Scheme |
(1R,4S,4aR,6R,8R,8aS)-6-Acetoxy-8-(tert-butyl-dimethyl-silanyloxy)-5-oxo-1,4,4a,5,6,7,8,8a-octahydro-1,4-methano-naphthalene-6-carboxylic acid methyl ester
D-(-)-quinic acid
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1: 100 percent / diphenyl ether / 1 h / 280 °C 2: 86 percent / OsO4, NMO, H2O / tetrahydrofuran / 72 h / 0 °C 3: PPTS / 65 h 4: NaBH4 / methanol / 1.5 h / -78 °C 5: 100 percent / 14 h / 50 °C 6: 80 percent / Bu3SnH / toluene / 9 h / Heating 7: 86 percent / CBr4, MeOH / 19 h / Heating 8: 100 percent / NaOH, H2O / 13 h / Ambient temperature View Scheme |
(3aS,4S,5R,7R,7aR)-5-Acetoxy-7-(tert-butyl-dimethyl-silanyloxy)-4-(imidazole-1-carbothioyloxy)-2,2-dimethyl-hexahydro-benzo[1,3]dioxole-5-carboxylic acid methyl ester
D-(-)-quinic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 80 percent / Bu3SnH / toluene / 9 h / Heating 2: 86 percent / CBr4, MeOH / 19 h / Heating 3: 100 percent / NaOH, H2O / 13 h / Ambient temperature View Scheme |
(1R,3S,4R,5R)-1-Acetoxy-5-(tert-butyl-dimethyl-silanyloxy)-3,4-dihydroxy-2-oxo-cyclohexanecarboxylic acid methyl ester
D-(-)-quinic acid
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: PPTS / 65 h 2: NaBH4 / methanol / 1.5 h / -78 °C 3: 100 percent / 14 h / 50 °C 4: 80 percent / Bu3SnH / toluene / 9 h / Heating 5: 86 percent / CBr4, MeOH / 19 h / Heating 6: 100 percent / NaOH, H2O / 13 h / Ambient temperature View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: methanol; diethyl ether / -20 - -15 °C 2: 78 percent / Et3N, 4-(dimethylamino)pyridine / dimethylformamide / 4 h / 0 °C 3: 87 percent / 3.0M t-BuOOH / VO(acac)2 / CH2Cl2; toluene / 18 h / Heating 4: 82 percent / Bu4NF / tetrahydrofuran / 0.03 h 5: 84 percent / sodium thiophenolate / dimethylsulfoxide / 20 h / Ambient temperature 6: 72 percent / H2 / Raney-Ni / ethyl acetate / 3420 Torr 7: 90 percent / 1) KOH, 2) 80percent AcOH / tetrahydrofuran; H2O / 1) 1 h, 2) 15 h, r.t. View Scheme | |
Multi-step reaction with 8 steps 1: methanol; diethyl ether / -20 - -15 °C 2: 83 percent / TsOH / CH2Cl2 / 1.5 h / Ambient temperature 3: 88 percent / Et3N, 4-(dimethylamino)pyridine / dimethylformamide / 6 h / Ambient temperature 4: 70 percent / HCl / methanol; H2O / 0.25 h 5: 81 percent / 3.0M t-BuOOH / VO(acac)2 / CH2Cl2; toluene / 24 h / Ambient temperature 6: 84 percent / sodium thiophenolate / dimethylsulfoxide / 20 h / Ambient temperature 7: 72 percent / H2 / Raney-Ni / ethyl acetate / 3420 Torr 8: 90 percent / 1) KOH, 2) 80percent AcOH / tetrahydrofuran; H2O / 1) 1 h, 2) 15 h, r.t. View Scheme |
methyl shikimate
D-(-)-quinic acid
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 78 percent / Et3N, 4-(dimethylamino)pyridine / dimethylformamide / 4 h / 0 °C 2: 87 percent / 3.0M t-BuOOH / VO(acac)2 / CH2Cl2; toluene / 18 h / Heating 3: 82 percent / Bu4NF / tetrahydrofuran / 0.03 h 4: 84 percent / sodium thiophenolate / dimethylsulfoxide / 20 h / Ambient temperature 5: 72 percent / H2 / Raney-Ni / ethyl acetate / 3420 Torr 6: 90 percent / 1) KOH, 2) 80percent AcOH / tetrahydrofuran; H2O / 1) 1 h, 2) 15 h, r.t. View Scheme | |
Multi-step reaction with 7 steps 1: 83 percent / TsOH / CH2Cl2 / 1.5 h / Ambient temperature 2: 88 percent / Et3N, 4-(dimethylamino)pyridine / dimethylformamide / 6 h / Ambient temperature 3: 70 percent / HCl / methanol; H2O / 0.25 h 4: 81 percent / 3.0M t-BuOOH / VO(acac)2 / CH2Cl2; toluene / 24 h / Ambient temperature 5: 84 percent / sodium thiophenolate / dimethylsulfoxide / 20 h / Ambient temperature 6: 72 percent / H2 / Raney-Ni / ethyl acetate / 3420 Torr 7: 90 percent / 1) KOH, 2) 80percent AcOH / tetrahydrofuran; H2O / 1) 1 h, 2) 15 h, r.t. View Scheme |
Methyl (3R,4R,5R)-3,5-Bis<(tert-butyl)dimethylsilyloxy>-4-hydroxycyclohex-1-ene-1-carboxylate
D-(-)-quinic acid
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 87 percent / 3.0M t-BuOOH / VO(acac)2 / CH2Cl2; toluene / 18 h / Heating 2: 82 percent / Bu4NF / tetrahydrofuran / 0.03 h 3: 84 percent / sodium thiophenolate / dimethylsulfoxide / 20 h / Ambient temperature 4: 72 percent / H2 / Raney-Ni / ethyl acetate / 3420 Torr 5: 90 percent / 1) KOH, 2) 80percent AcOH / tetrahydrofuran; H2O / 1) 1 h, 2) 15 h, r.t. View Scheme |
Methyl (3R,4S,5R)-5-Hydroxy-3,4-<(methoxymethylene)dioxy>cyclohex-1-ene-1-carboxylate
D-(-)-quinic acid
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 88 percent / Et3N, 4-(dimethylamino)pyridine / dimethylformamide / 6 h / Ambient temperature 2: 70 percent / HCl / methanol; H2O / 0.25 h 3: 81 percent / 3.0M t-BuOOH / VO(acac)2 / CH2Cl2; toluene / 24 h / Ambient temperature 4: 84 percent / sodium thiophenolate / dimethylsulfoxide / 20 h / Ambient temperature 5: 72 percent / H2 / Raney-Ni / ethyl acetate / 3420 Torr 6: 90 percent / 1) KOH, 2) 80percent AcOH / tetrahydrofuran; H2O / 1) 1 h, 2) 15 h, r.t. View Scheme |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In toluene for 24h; Heating; | 100% |
With Amberlyst (R) 15 ion-exchange resin In N,N-dimethyl-formamide; benzene for 16h; Heating; | 99% |
With toluene-4-sulfonic acid In N,N-dimethyl-formamide; toluene for 12h; Reflux; | 99% |
Conditions | Yield |
---|---|
With Amberlite IR 120 for 7h; Heating; | 100% |
With sulfuric acid at 20℃; | 100% |
With hydrogenchloride at 60℃; for 6h; | 100% |
D-(-)-quinic acid
acetone
(1S,3R,4S,5R)-3,4-O-isopropylidene-1,5-quinic lactone
Conditions | Yield |
---|---|
With sulfuric acid; sodium sulfate for 1h; Heating; | 100% |
With toluene-4-sulfonic acid; 2,2-dimethoxy-propane | 94% |
With toluene-4-sulfonic acid at 56℃; for 48h; Molecular sieve; | 93% |
D-(-)-quinic acid
dimethylglyoxal
trimethyl orthoformate
(2S,3S,4aR,6S,8R,8aR)-6,8-Dihydroxy-2,3-dimethoxy-2,3-dimethyl-octahydro-benzo[1,4]dioxine-6-carboxylic acid methyl ester
Conditions | Yield |
---|---|
With camphor-10-sulfonic acid In methanol for 16h; Heating; | 99% |
With camphor-10-sulfonic acid In methanol for 16h; Heating; | 99% |
With (1S)-10-camphorsulfonic acid In methanol for 19h; Reflux; Inert atmosphere; | 99% |
D-(-)-quinic acid
cyclohexanone
(-)-4,5-cyclohexylidenequinic acid lactone
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In benzene for 5h; Heating; | 98% |
With phosphoric acid for 0.75h; Heating; | 87% |
With sulfuric acid for 1h; Heating; | 85% |
D-(-)-quinic acid
acetic anhydride
(1R,3R,4R,5R)-(-)-quinic acid tetraacetate
Conditions | Yield |
---|---|
With dmap In pyridine for 24h; Ambient temperature; | 98% |
With pyridine Ambient temperature; | 98% |
With pyridine; dmap at 5℃; for 12h; | 97% |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In toluene for 7h; Heating; | 98% |
D-(-)-quinic acid
2,2-dimethoxy-propane
(1S,3R,4S,5R)-3,4-O-isopropylidene-1,5-quinic lactone
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In acetone for 1h; Reflux; | 98% |
Stage #1: D-(-)-quinic acid With Amberlyst 15 In acetonitrile for 48h; Reflux; Inert atmosphere; Stage #2: 2,2-dimethoxy-propane In acetonitrile for 3h; Reflux; Inert atmosphere; | 98% |
With toluene-4-sulfonic acid In acetone for 7h; Reflux; | 92% |
Conditions | Yield |
---|---|
With sulfuric acid at 100℃; for 0.0833333h; Microwave irradiation; | 98% |
D-(-)-quinic acid
benzaldehyde
(1S,3R,4R,5R)-3,4-O-Benzylidene-1,3,4-trihydroxy-6-oxabicyclo<3.2.1>octan-7-one
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In benzene for 19h; Heating; | 97% |
With toluene-4-sulfonic acid In toluene for 16h; Reflux; | 92% |
With toluene-4-sulfonic acid In toluene Heating; | 84% |
chloro-trimethyl-silane
D-(-)-quinic acid
Trimethylsilyltetra-O-trimethylsilylchinat
Conditions | Yield |
---|---|
With triethylamine at 0℃; for 4.5h; | 95% |
D-(-)-quinic acid
pentan-3-one
3,4-O-ethylpropylidenequinic acid-1,5-lactone
Conditions | Yield |
---|---|
With phosphoric acid at 180℃; for 12h; | 94% |
With toluene-4-sulfonic acid In toluene for 5h; Heating; | 68% |
With phosphoric acid for 12h; Reflux; | 25 %Chromat. |
2,2-dimethylpropane
D-(-)-quinic acid
(1S,3R,4S,5R)-3,4-O-isopropylidene-1,5-quinic lactone
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In ethyl acetate at 0 - 78℃; for 12h; | 92% |
N,N,N',N''-tetrahexyl-N'',N''-dimethylguanidinium chloride
D-(-)-quinic acid
C7H11O6(1-)*C27H58N3(1+)
Conditions | Yield |
---|---|
With sodium hydroxide In methanol; dichloromethane at 20℃; for 24h; | 91% |
D-(-)-quinic acid
acetic anhydride
acetic acid
(1R,3R,4R,5R)-(-)-quinic acid tetraacetate
Conditions | Yield |
---|---|
With perchloric acid at 20 - 60℃; | 91% |
With perchloric acid at 50 - 60℃; for 12h; |
D-(-)-quinic acid
benzaldehyde
(1S,3R,4R,5R)-4,5-Benzylidenedioxy-1-hydroxycyclohexane-1,3-carbolactone
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In benzene Heating; | 90% |
With toluene-4-sulfonic acid In benzene Heating; Inert atmosphere; | 89% |
Conditions | Yield |
---|---|
With hydrogen cation for 16h; Ambient temperature; | 90% |
With hydrogen cation |
D-(-)-quinic acid
3(R),5(R)-trihydroxycyclohexanone
Conditions | Yield |
---|---|
With oxygen; potassium hydroxide; 9-(2-mesityl)-10-methylacridinium perchlorate In water; acetonitrile at 20℃; for 18h; Sealed tube; Irradiation; | 90% |
With sulfuric acid In water at 20℃; for 3h; | 76% |
With sodium hypochlorite solution; sulfuric acid In water at 20℃; for 3h; | 75% |
methanol
D-(-)-quinic acid
dimethylglyoxal
trimethyl orthoformate
(2S,3S,4aR,6S,8R,8aR)-6,8-Dihydroxy-2,3-dimethoxy-2,3-dimethyl-octahydro-benzo[1,4]dioxine-6-carboxylic acid methyl ester
Conditions | Yield |
---|---|
With (1S)-10-camphorsulfonic acid for 24h; Reflux; | 90% |
With CSA | 85% |
D-(-)-quinic acid
6-Bromo-1-hexene
(3R,5R)-1,3,4,5-Tetrahydroxy-cyclohexanecarboxylic acid hex-5-enyl ester
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 80℃; for 12h; | 88% |
Conditions | Yield |
---|---|
With sodium hypochlorite; sulfuric acid for 10h; Heating; | 87% |
D-(-)-quinic acid
(1S,3R,4S,5R)-3,4-O-isopropylidene-1,5-quinic lactone
Conditions | Yield |
---|---|
85% | |
With hydrogenchloride; acetone | |
With sulfuric acid; acetone |
D-(-)-quinic acid
benzaldehyde
(3aR,5R,7R,7aS)-5,7-Dihydroxy-2-phenyl-hexahydro-benzo[1,3]dioxole-5-carboxylic acid
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In benzene Heating; | 85% |
With toluene-4-sulfonic acid In benzene Heating; | 85% |
methanol
D-(-)-quinic acid
dimethylglyoxal
(2S,3S,4aR,6S,8R,8aR)-6,8-Dihydroxy-2,3-dimethoxy-2,3-dimethyl-octahydro-benzo[1,4]dioxine-6-carboxylic acid methyl ester
Conditions | Yield |
---|---|
With camphor-10-sulfonic acid; trimethyl orthoformate Heating; | 85% |
With camphor-10-sulfonic acid; trimethyl orthoformate Heating; | 79% |
D-(-)-quinic acid
2-oxopropanal
trimethyl orthoformate
(2S,3S,4aR,6S,8R,8aR)-6,8-Dihydroxy-2,3-dimethoxy-2,3-dimethyl-octahydro-benzo[1,4]dioxine-6-carboxylic acid methyl ester
Conditions | Yield |
---|---|
With (1S)-10-camphorsulfonic acid In methanol | 85% |
dabigatran etexilate
D-(-)-quinic acid
Conditions | Yield |
---|---|
In acetone at 20℃; for 4h; | 84.7% |
Conditions | Yield |
---|---|
Benzylsulfonic acid In benzene for 15h; Heating / reflux; | 83.8% |
With toluene-4-sulfonic acid In benzene for 18h; Heating; | 18% |
With toluene-4-sulfonic acid In acetone | |
In benzene Heating; |
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