Conditions | Yield |
---|---|
In methanol for 13.5h; Reflux; | 86.51% |
Conditions | Yield |
---|---|
With sodium hydroxide at 35 - 65℃; for 16h; | 86.51% |
methanol
(R)-propylene oxide
A
(R)-1-methoxy-2-propanol
B
2-methoxypropanol
Conditions | Yield |
---|---|
With sodium hydroxide for 5h; Reflux; | A 79% B n/a |
methanol
(S)-Propylene oxide
A
(R)-1-methoxy-2-propanol
B
(2R)-2-methoxypropan-1-ol
C
(R)-(-)-1-chloro-2-propanol
Conditions | Yield |
---|---|
With Cu(L-Asp)(1,2-bis(4-pyridyl)ethylene)0.5(H2O)0.5(MeOH)0.5 at 25℃; | A 52% B 42% C 6% |
Conditions | Yield |
---|---|
With methanol |
A
(S)-1-Methoxy-propan-2-ol
B
(R)-1-methoxy-2-propanol
Conditions | Yield |
---|---|
With hydrogenchloride In tetrahydrofuran for 24h; Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
methanol
(R)-propylene oxide
A
(S)-1-Methoxy-propan-2-ol
B
(R)-1-methoxy-2-propanol
C
(S)-(+)-2-methoxypropanol
D
(2R)-2-methoxypropan-1-ol
E
(S)-(+)-1,2-dimethoxypropane
F
(R)-(-)-1,2-dimethoxypropane
Conditions | Yield |
---|---|
With Methyl fluoride at 25℃; under 720 Torr; Product distribution; Mechanism; Irradiation; also in the presence of H2O or CH4; |
methanol
(S)-Propylene oxide
A
(S)-1-Methoxy-propan-2-ol
B
(R)-1-methoxy-2-propanol
C
(S)-(+)-2-methoxypropanol
D
(2R)-2-methoxypropan-1-ol
E
(S)-(+)-1,2-dimethoxypropane
F
(R)-(-)-1,2-dimethoxypropane
Conditions | Yield |
---|---|
With Methyl fluoride at 25℃; under 720 Torr; Product distribution; Mechanism; Irradiation; also in the presence of H2O or CH4; |
Methoxyacetone
A
(S)-1-Methoxy-propan-2-ol
B
(R)-1-methoxy-2-propanol
Conditions | Yield |
---|---|
With potassium isopropoxide; isopropyl alcohol; dichloro(benzene)ruthenium(II) dimer; (1S,2R)-N-benzylnorephedrine at 20℃; for 0.33h; Title compound not separated from byproducts; | |
With dichloro(benzene)ruthenium(II) dimer; 2-benzylamino-1-phenyl-propan-1-ol; potassium isopropoxide In isopropyl alcohol at 20℃; for 0.33h; Title compound not separated from byproducts; |
1-methoxy-2-propanol
A
(S)-1-Methoxy-propan-2-ol
B
(R)-1-methoxy-2-propanol
Conditions | Yield |
---|---|
With vinyl acetate; Candida antarctica B lipase on carrier C3 In hexane at 37℃; for 20h; Title compound not separated from byproducts; | |
With pentyl cage-coated capillary column Resolution of racemate; | |
With homochiral metal-organic cage [Zn3(deprotonated [3+3] macrocyclic Schiff base of trans-1,2-diaminocyclohexane and 4-tert-butyl-2,6-diformylphenol)2] coated capillary column In dichloromethane at 115℃; Resolution of racemate; enantioselective reaction; |
Conditions | Yield |
---|---|
With vinyl acetate; Candida antarctica B lipase on carrier B In phosphate buffer at 37℃; for 3.41667h; pH=7.3; |
propylene glycol methyl ether acetate
A
(S)-1-Methoxy-propan-2-ol
B
(R)-1-methoxy-2-propanol
Conditions | Yield |
---|---|
With sodium phosphate buffer; esterase B from Candida antarctica In water at 37℃; for 1h; pH=7.3; Product distribution; Further Variations:; Reagents; |
Methoxyacetone
isopropyl alcohol
A
(R)-1-methoxy-2-propanol
B
acetone
Conditions | Yield |
---|---|
With Lactobacillus brevis dehydrogenase; NADPH; tris hydrochloride In water; dimethyl sulfoxide at 30℃; Kinetics; Enzymatic reaction; |
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 18h; | 100% |
methyl 3-(4-cyanophenoxy)-5-hydroxybenzoate
(R)-1-methoxy-2-propanol
methyl 3-(4-cyanophenoxy)-5-[(1S)-2-methoxy-1-methylethoxy]benzoate
Conditions | Yield |
---|---|
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20 - 30℃; for 2.5h; | 100% |
(R)-1-methoxy-2-propanol
2-amino-5-hydroxy-3-(2-pyridin-2-ylethoxy)benzonitrile
2-amino-5-[(1S)-2-methoxy-1-methylethoxy]-3-(2-pyridin-2-ylethoxy)benzonitrile
Conditions | Yield |
---|---|
With tributylphosphine; 1,1'-azodicarbonyl-dipiperidine In tetrahydrofuran at 60℃; for 4h; | 100% |
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In toluene at 50℃; for 2h; Solvent; Temperature; Mitsunobu Displacement; | 99% |
(R)-1-methoxy-2-propanol
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In toluene at 50℃; for 2h; Mitsunobu Displacement; | 99% |
Conditions | Yield |
---|---|
With triethylamine hydrochloride; triethylamine In toluene at -5 - 8℃; for 1h; Inert atmosphere; | 97% |
Stage #1: (R)-1-methoxy-2-propanol With sodium hydride In tetrahydrofuran at 0 - 20℃; for 1.5h; Stage #2: p-toluenesulfonyl chloride In tetrahydrofuran at 0 - 20℃; | 82% |
Stage #1: (R)-1-methoxy-2-propanol With sodium hydride In tetrahydrofuran at 0 - 20℃; Inert atmosphere; Stage #2: p-toluenesulfonyl chloride In tetrahydrofuran at 0 - 32℃; | 52% |
With pyridine In dichloromethane at 20℃; for 16h; | 51% |
(R)-1-methoxy-2-propanol
4-trifluorophenylsulfonyl chloride
(1R)-2-methoxy-1-methylethyl 4-(trifluoromethyl)benzenesulfonate
Conditions | Yield |
---|---|
With triethylamine hydrochloride; triethylamine In toluene at 5 - 12℃; for 18.83h; | 97% |
(R)-1-methoxy-2-propanol
Dimethyl 5-hydroxyisophthalate
5-(2-methoxy-(1S)-methyl-ethoxy)isophthalic acid dimethyl ester
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 12h; | 94.5% |
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran Mitsunobu Displacement; |
(R)-1-methoxy-2-propanol
3,4,5-trifluorobenzonitrile
3,5-difluoro-4-(2-methoxy-(1R)-methyl-ethoxy)-benzonitrile
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran at -5 - 20℃; for 19h; | 94% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 4h; | 91.8% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 4h; | 91.54% |
(R)-1-methoxy-2-propanol
3-hydroxy-5-(4-(methylsulfonyl)phenoxy)benzonitrile
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; Mitsunobu reaction; | 90.8% |
(R)-1-methoxy-2-propanol
2-nitrobenzyl chloride
(1R)-2-methoxy-1-methylethyl 2-nitrobenzoate
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 20℃; for 12h; | 90% |
3-hydroxy-5-(4-methanesulfonylphenoxy)benzoic acid methyl ester
(R)-1-methoxy-2-propanol
methyl 3-[(1S)-2-methoxy-1-(methylethyl)oxy]-5-{[4-(methylsulfonyl)phenyl]oxy}benzoate
Conditions | Yield |
---|---|
With PS-triphenylphosphine; di-isopropyl azodicarboxylate In tetrahydrofuran at 5 - 20℃; | 90% |
t-Boc-L-valine
(R)-1-methoxy-2-propanol
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; | 90% |
(R)-1-methoxy-2-propanol
3-bromo-5-methoxyphenol
1-Bromo-3-methoxy-5-[(1S)-2-methoxy-1-methylethoxy]benzene
Conditions | Yield |
---|---|
With triphenylphosphine; diethylazodicarboxylate In toluene at 0 - 20℃; Product distribution / selectivity; Inert atmosphere; | 89% |
(R)-1-methoxy-2-propanol
[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetic acid
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 24h; Inert atmosphere; | 88% |
pyridin-4-ol
(R)-1-methoxy-2-propanol
(S)-4-(1-methoxypropan-2-yloxy)pyridine
Conditions | Yield |
---|---|
Stage #1: pyridin-4-ol; (R)-1-methoxy-2-propanol With triphenylphosphine In tetrahydrofuran for 0.166667h; Stage #2: With di-isopropyl azodicarboxylate In tetrahydrofuran at 25℃; for 1h; | 87% |
(R)-1-methoxy-2-propanol
3-Bromo-5-[4-(methylsulfonyl)phenoxy]phenol
1-Bromo-3-[(1S)-2-methoxy-1-methylethoxy]-5-[4-(methylsulfonyl)phenoxy]benzene
Conditions | Yield |
---|---|
With triphenylphosphine; diethylazodicarboxylate In toluene at 0 - 20℃; Inert atmosphere; | 86% |
(R)-1-methoxy-2-propanol
methyl 3-(benzyloxy)-5-hydroxybenzoate
methyl 3-{[(1S)-1-methyl-2-(methyloxy)ethyl]oxy}-5-[(phenylmethyl)oxy]benzoate
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 48h; | 85% |
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 48h; | 85% |
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 16h; | 75% |
(R)-1-methoxy-2-propanol
L-N-Boc-Ala
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride at 0 - 20℃; for 72h; | 85% |
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride at 0 - 20℃; for 72h; | 85% |
(R)-1-methoxy-2-propanol
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; Inert atmosphere; | 83% |
methyl 3-(3,5-difluorophenoxy)-5-hydroxybenzoate
(R)-1-methoxy-2-propanol
methyl (S)-3-(3,5-difluorophenoxy)-5-((1-methoxypropan-2-yl)oxy)benzoate
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; Inert atmosphere; | 80% |
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; | 75% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 16h; | 80% |
With triethylamine In tetrahydrofuran at 0℃; for 4h; | 10.6 g |
(R)-1-methoxy-2-propanol
Conditions | Yield |
---|---|
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 20℃; for 48h; | 78% |
(R)-1-methoxy-2-propanol
ethyl-Nα-[4-amino-2-methanesulfonyl-5-nitropyrimidin-6-yl],Nα-[3'-(pyrrolidin-1"-ylmethyl)-benzyl]-glycinate
C24H34N6O6*ClH
Conditions | Yield |
---|---|
With trifluoroacetic acid at 100℃; for 17.5h; | 76% |
(R)-1-methoxy-2-propanol
3-[4-(Methylsulfonyl)phenoxy]-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
2-{3-[(1S)-2-Methoxy-1-methylethoxy]-5-[4-(methylsulfonyl)phenoxy]phenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Conditions | Yield |
---|---|
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran; toluene at 0 - 20℃; Inert atmosphere; | 76% |
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