Product Name

  • Name

    (R)-(+)-Glycidol

  • EINECS 209-128-3
  • CAS No. 57044-25-4
  • Article Data46
  • CAS DataBase
  • Density 1.178 g/cm3
  • Solubility Completely miscible in water
  • Melting Point
  • Formula C3H6O2
  • Boiling Point 162.4 °C at 760 mmHg
  • Molecular Weight 74.0794
  • Flash Point 81.1 °C
  • Transport Information UN 2922 8/PG 2
  • Appearance Colorless to light yellow liquid
  • Safety 53-45-36/37/39-26
  • Risk Codes 45-60-2-21/22-23-34-68-41-37/38
  • Molecular Structure Molecular Structure of 57044-25-4 ((R)-(+)-Glycidol)
  • Hazard Symbols ToxicT, ExplosiveE
  • Synonyms Oxiranemethanol, (2R)- (9CI);Oxiranemethanol,(R)-;(+)-2,3-Epoxy-1-propanol;(+)-Glycidol;(2R)-2-Oxiranylmethanol;(R)-2-Oxiranylmethanol;(R)-Glycidol;(R)-Oxiran-2-ylmethanol;2(R)-2,3-Epoxypropanol;
  • PSA 32.76000
  • LogP -0.62250

Synthetic route

(2R)-3-chloro-1,2-propanediol
57090-45-6

(2R)-3-chloro-1,2-propanediol

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

Conditions
ConditionsYield
With potassium carbonate In dichloromethane for 18h; Ambient temperature;88%
With potassium carbonate In dichloromethane other reagent: Cs2CO3;
With potassium phosphate In dichloromethane for 3h; Product distribution / selectivity; Heating / reflux;
With potassium carbonate In dichloromethane at 20℃; for 24h;
With potassium carbonate In dichloromethane at 20℃; for 20h;
(2R)-3-bromo-1,2-propanediol
14437-88-8

(2R)-3-bromo-1,2-propanediol

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

Conditions
ConditionsYield
With potassium carbonate In dichloromethane for 18h; Ambient temperature;88%
allyl alcohol
107-18-6

allyl alcohol

A

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

B

(S)-oxiranemethanol
60456-23-7

(S)-oxiranemethanol

Conditions
ConditionsYield
With tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; tantalum pentaethoxide In dichloromethane at 0℃; for 48h; Product distribution / selectivity; Molecular sieve;A 45%
B n/a
With Cumene hydroperoxide; 3 A molecular sieve; titanium(IV) isopropylate; D-(-)-diisopropyl tartrate In dichloromethane at -5℃; for 6h; Title compound not separated from byproducts;
With titanium(IV) isopropylate; L-(+)-diisopropyl tartrate; Cumene hydroperoxide 1.) CH2Cl2, -10 deg C, 20 min, 2.) CH2Cl2, -10 deg C, 5 h; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

A

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

B

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

Conditions
ConditionsYield
With sodium phosphate buffer; 25 kDa lipase-like enzyme immobilized on DEAE-Sepharose In 1,4-dioxane; water at 25℃; for 10h; pH=7.00;A n/a
B 45%
With thermomyces lanuginosa In 1,4-dioxane; aq. phosphate buffer at 30℃; for 2h; pH=7; Temperature; Resolution of racemate; Enzymatic reaction;A n/a
B n/a
oxiranyl-methanol
556-52-5

oxiranyl-methanol

A

glycerol
56-81-5

glycerol

B

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

Conditions
ConditionsYield
With water; chiral ((substituted salen)Co)2-InCl3 In tetrahydrofuran at 20℃; for 6h;A n/a
B 44%
oxiranyl-methanol
556-52-5

oxiranyl-methanol

A

glycerol
56-81-5

glycerol

B

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

C

(S)-oxiranemethanol
60456-23-7

(S)-oxiranemethanol

Conditions
ConditionsYield
With water; dimeric chiral (salen)Co complex linked with Al at 20℃; for 4h; Product distribution; Further Variations:; Catalysts;A 42%
B n/a
C n/a
...Expand
allyl alcohol
107-18-6

allyl alcohol

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

Conditions
ConditionsYield
With tert.-butylhydroperoxide; D-(-)-diisopropyl tartrate; ((CH3)3CCH2)3Ta=CHC(CH3)3 impergnated on silica; tantal content 4.92percent In dichloromethane at 0℃; for 48h; Product distribution / selectivity;29%
With L-(+)-diisopropyl tartrate; Cumene hydroperoxide; titanium tetraisopropoxide sublimed on silica; titanium content 1.8percent (C/Ti=6.7) In dichloromethane at 0℃; for 48h; Product distribution / selectivity;14%
With oxygen In N,N-dimethyl-formamide at 50℃; under 760.051 Torr; for 24h; Catalytic behavior;12%
Sharpless asymmetric epoxidation;
With titanium(IV) isopropylate; tert.-butylhydroperoxide; calcium hydride; diethyl (2R,3R)-tartrate; silica gel In tetrahydrofuran at -20 - -15℃; for 6h; Temperature; Solvent;
oxiranyl-methanol
556-52-5

oxiranyl-methanol

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

Conditions
ConditionsYield
19%
enantioselective resolution; CPO-catalysed oxidation with tert-butyl hydroperoxidase;
(R)-3-tosyloxy-1,2-propanediol
41274-09-3

(R)-3-tosyloxy-1,2-propanediol

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

Conditions
ConditionsYield
With sodium methylate In diethyl ether for 1h;
With sodium methylate In methanol; diethyl ether Yield given;
With sodium In methanol
With sodium methylate In diethyl ether
Pentanoic acid oxiranylmethyl ester
110207-31-3

Pentanoic acid oxiranylmethyl ester

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

Conditions
ConditionsYield
lipase membran-enclosed enzymatic catalysis;
phenylacetate of 2,3-epoxypropan-1-ol
24553-03-5

phenylacetate of 2,3-epoxypropan-1-ol

A

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

B

(S)-oxiranemethanol
60456-23-7

(S)-oxiranemethanol

Conditions
ConditionsYield
With immobilized penicillinacylase from E. coli In water; acetonitrile Ambient temperature; stopped at 50percent conversion;
vinyl acetate
108-05-4

vinyl acetate

oxiranyl-methanol
556-52-5

oxiranyl-methanol

A

(2S)-oxiran-2-ylmethyl acetate
65031-95-0

(2S)-oxiran-2-ylmethyl acetate

B

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

Conditions
ConditionsYield
Lipase P In dichloromethane Ambient temperature;
...Expand
oxiranyl-methanol
556-52-5

oxiranyl-methanol

A

(2R)-oxirane-2-carboxylic acid
115005-76-0

(2R)-oxirane-2-carboxylic acid

B

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

Conditions
ConditionsYield
With potassium phosphate buffer; Acetobacter pesteunanus; potassium hexacyanoferrate(III) Product distribution; other reagents, other C3-alcohol synthons, enantioselectivity of conversion;
oxiranyl-methanol
556-52-5

oxiranyl-methanol

A

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

B

(S)-oxiranemethanol
60456-23-7

(S)-oxiranemethanol

l epichlorohydrin

l epichlorohydrin

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

Conditions
ConditionsYield
With formic acid Verseifen des entstandenen Formyl-monochlorhydrins mit Salzsaeure und Behandeln des erhaltenen l-Glycerin-α-monochlorhydrins mit alkoh. Kalilauge;
toluene-4-sulfonic acid-<(R)-2,3-dihydroxy-propyl ester>

toluene-4-sulfonic acid-<(R)-2,3-dihydroxy-propyl ester>

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

Conditions
ConditionsYield
With methanol; diethyl ether; sodium methylate
(S)-glycidyl butyrate
65031-96-1

(S)-glycidyl butyrate

A

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

B

butyric acid
107-92-6

butyric acid

Conditions
ConditionsYield
With 2-(di(2-hydroxyethyl)amino)ethanesulfonic acid; lipase from Ophiostoma piliferum In water at 25℃; pH=7.20; Enzyme kinetics;
(2S)-(+)-glycidyl-4-nitrobenzoate
115459-65-9

(2S)-(+)-glycidyl-4-nitrobenzoate

A

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

B

4-nitro-benzoic acid
62-23-7

4-nitro-benzoic acid

Conditions
ConditionsYield
With 2-(di(2-hydroxyethyl)amino)ethanesulfonic acid; esterase from Streptomyces diastatochromogenes In water at 25℃; pH=7.20; Enzyme kinetics;
With 2-(di(2-hydroxyethyl)amino)ethanesulfonic acid; lipase from Bacillus thermocatenulanatus In water at 40℃; pH=7.20; Enzyme kinetics;
2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

A

poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

B

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

C

(S)-glycidyl methacrylate
78196-35-7

(S)-glycidyl methacrylate

D

(R)-glycidyl methacrylate
130463-96-6

(R)-glycidyl methacrylate

Conditions
ConditionsYield
With sodium hydroxide; Porcine Pancreas Lipase; type II (E.C. 3.1.1.3) In water at 25℃; for 24h; pH=7.8; Title compound not separated from byproducts;
...Expand
(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

A

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

B

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

C

(S)-oxiranemethanol
60456-23-7

(S)-oxiranemethanol

Conditions
ConditionsYield
With Rhizopus oryzae lipase on dextran sulfate coated Sepabeads In water at 25℃; pH=7; Enzymatic reaction; Title compound not separated from byproducts;
...Expand
oxiranyl-methanol
556-52-5

oxiranyl-methanol

naphthalene-1-carbonic acid chloride
879-18-5

naphthalene-1-carbonic acid chloride

A

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

B

(S)-oxiranemethanol
60456-23-7

(S)-oxiranemethanol

C

(S)-(α-naphthoyloxymethyl)oxirane

(S)-(α-naphthoyloxymethyl)oxirane

D

(R)-(α-naphthoyloxymethyl)oxirane

(R)-(α-naphthoyloxymethyl)oxirane

Conditions
ConditionsYield
With 4 A molecular sieve; N-ethyl-N,N-diisopropylamine; (S)-1-methyl-2-[(N-benzyl-N-methylamino)methyl]pyrrolidine In dichloromethane; N,N-dimethyl-formamide at -78℃; for 3h; Title compound not separated from byproducts;
...Expand
3-monochloro-1,2-propanediol
96-24-2

3-monochloro-1,2-propanediol

A

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

B

(S)-oxiranemethanol
60456-23-7

(S)-oxiranemethanol

Conditions
ConditionsYield
With potassium phosphate; [(R,R)-(salen)Co(II)]2*Al(NO3)3 In tetrahydrofuran at 20℃; for 7h;
With potassium phosphate; (R,R)-[Co(salen)]2*GaCl3 In tetrahydrofuran at 20℃; for 7h;
bromodiol

bromodiol

(2R)-3-bromo-1,2-propanediol
14437-88-8

(2R)-3-bromo-1,2-propanediol

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

Conditions
ConditionsYield
In water
oxiran-2-ylmethyl benzoate
98760-25-9, 120787-40-8, 121787-43-7, 13443-29-3

oxiran-2-ylmethyl benzoate

A

(2S)-oxiran-2-ylmethyl benzoate
121787-43-7

(2S)-oxiran-2-ylmethyl benzoate

B

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

C

(R)-2,3-epoxypropyl benzoate
120787-40-8

(R)-2,3-epoxypropyl benzoate

Conditions
ConditionsYield
With candidarugosa In 1,4-dioxane; aq. phosphate buffer at 30℃; for 2h; pH=7; Temperature; Resolution of racemate; Enzymatic reaction;
...Expand
glycidyl acetate
6387-89-9

glycidyl acetate

A

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

B

(S)-oxiranemethanol
60456-23-7

(S)-oxiranemethanol

Conditions
ConditionsYield
With ethanol; porcine pancreas lipase II at 30℃; for 24h; Reagent/catalyst; Enzymatic reaction; Optical yield = 72 %ee;
trityl chloride
76-83-5

trityl chloride

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

(S)-tritylglycidol
129940-50-7

(S)-tritylglycidol

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 25℃; for 24h;100%
With TEA In dichloromethane at 0 - 20℃; for 24h; Etherification;88%
With dmap; triethylamine In dichloromethane at 20℃; for 24h;88%
tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

tert-butyldimethylsilyl (S)-glycidyl ether
78906-15-7, 114413-26-2, 124150-87-4, 123237-62-7

tert-butyldimethylsilyl (S)-glycidyl ether

Conditions
ConditionsYield
With 1H-imidazole; triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;100%
With 1H-imidazole In tetrahydrofuran at 20℃; Inert atmosphere;100%
With 1H-imidazole; dmap In dichloromethane at 0 - 20℃; Inert atmosphere;96%
tert-butylchlorodiphenylsilane
58479-61-1

tert-butylchlorodiphenylsilane

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

tert-butyl[(2S)-oxiran-2-ylmethoxy]diphenylsilane
106731-74-2, 119944-29-5, 107033-46-5

tert-butyl[(2S)-oxiran-2-ylmethoxy]diphenylsilane

Conditions
ConditionsYield
With 1H-imidazole In dichloromethane at 25℃;100%
With 1H-imidazole In dichloromethane at 25℃; for 12h;100%
With 1H-imidazole In dichloromethane at 0 - 25℃;99%
benzyl bromide
100-39-0

benzyl bromide

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

(S)-benzyl glycidyl ether
2930-05-4, 14618-80-5, 89616-40-0, 16495-13-9

(S)-benzyl glycidyl ether

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere;100%
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; Inert atmosphere;100%
With tetra-(n-butyl)ammonium iodide; sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 18h;98%
4,4'-dimethoxytrityl chloride
40615-36-9

4,4'-dimethoxytrityl chloride

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

(S)-glycidyl 4,4’-dimethoxytrityl ether
834906-31-9

(S)-glycidyl 4,4’-dimethoxytrityl ether

Conditions
ConditionsYield
With triethylamine In dichloromethane for 12h;100%
With pyridine at 20℃;89%
In dichloromethane; triethylamine Ambient temperature;65%
(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

benzyl alcohol
100-51-6

benzyl alcohol

(R)-3-benzyloxy-1,2-propanediol
56552-80-8

(R)-3-benzyloxy-1,2-propanediol

Conditions
ConditionsYield
With cesium fluoride at 120℃; for 5h; Sealed tube; regioselective reaction;100%
With cesium fluoride for 5h; Etherification; ring cleavage; Heating;99%
3-nitrobenzenesulphonyl chloride
121-51-7

3-nitrobenzenesulphonyl chloride

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

(2s)-(+)-glycidyl 3-nitrobenzenesulfonate
115314-14-2

(2s)-(+)-glycidyl 3-nitrobenzenesulfonate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0℃; Inert atmosphere;100%
With triethylamine In dichloromethane at 0℃;99%
With triethylamine at -20℃; for 96h;97%
morpholine
110-91-8

morpholine

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

(2S)-2-hydroxy-3-morpholin-4-yl-propanol
180959-55-1

(2S)-2-hydroxy-3-morpholin-4-yl-propanol

Conditions
ConditionsYield
In ethanol at 0 - 140℃; under 9.0009 Torr; for 0.0666667h; Microwave irradiation;100%
In ethanol at 140℃; for 0.0666667h; Microwave irradiation;
In ethanol at 140℃; for 0.0666667h; Microwave irradiation;
(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

4-[4-{(R)-2,3-dihydroxy-propylamino}phenyl]morpholin-3-one
1447919-65-4

4-[4-{(R)-2,3-dihydroxy-propylamino}phenyl]morpholin-3-one

Conditions
ConditionsYield
In methanol for 14h; Reflux;100%
methanol
67-56-1

methanol

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

(R)-3-methoxy-1,2-propanediol
86195-49-5

(R)-3-methoxy-1,2-propanediol

Conditions
ConditionsYield
With cesium fluoride for 5h; Etherification; ring cleavage; Heating;99%
pivaloyl chloride
3282-30-2

pivaloyl chloride

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

(S)-oxiranemethanol trimethylacetate
162825-77-6

(S)-oxiranemethanol trimethylacetate

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃; for 5h;99%
With pyridine In dichloromethane at 0 - 20℃; for 5h;99%
6-((R)-5-{3-[(3-fluoro-6-methoxy-[1,5]naphthyridin-4-ylmethyl)-amino]-propyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]oxazin-3-one
1072791-53-7

6-((R)-5-{3-[(3-fluoro-6-methoxy-[1,5]naphthyridin-4-ylmethyl)-amino]-propyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]oxazin-3-one

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

6-((R)-5-{3-[((S)-2,3-dihydroxy-propyl)-(3-fluoro-6-methoxy-[1,5]naphthyridin-4-ylmethyl)-amino]-propyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]oxazin-3-one
1072791-54-8

6-((R)-5-{3-[((S)-2,3-dihydroxy-propyl)-(3-fluoro-6-methoxy-[1,5]naphthyridin-4-ylmethyl)-amino]-propyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]oxazin-3-one

Conditions
ConditionsYield
In tetrahydrofuran; methanol at 70℃; for 6h;99%
triethylsilyl chloride
994-30-9

triethylsilyl chloride

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

(S)-(triethylsilyl)glycidyl ether
164031-18-9

(S)-(triethylsilyl)glycidyl ether

Conditions
ConditionsYield
With dmap; triethylamine at -30℃; for 0.5h;98%
With 1H-imidazole In dichloromethane at 20℃;94%
(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

trimethylsilylacetylene
1066-54-2

trimethylsilylacetylene

(S)-5-(trimethylsilyl)pent-4-yne-1,2-diol
241129-49-7

(S)-5-(trimethylsilyl)pent-4-yne-1,2-diol

Conditions
ConditionsYield
With n-butyllithium; boron trifluoride diethyl etherate at -78 - -30℃; for 21h;98%
Stage #1: trimethylsilylacetylene With n-butyllithium In tetrahydrofuran at -78℃; Metallation;
Stage #2: (R)-oxiranemethanol With n-butyllithium In tetrahydrofuran at -78 - 25℃; for 12h; Ring cleavage; Silylation;
With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃;
Stage #1: trimethylsilylacetylene With n-butyllithium In tetrahydrofuran; hexane at -65℃; for 0.333333h;
Stage #2: With boron trifluoride diethyl etherate In tetrahydrofuran; hexane for 0.333333h;
Stage #3: (R)-oxiranemethanol In tetrahydrofuran; hexane at 20℃;
p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

(S)-Glycidyl tosylate
70987-78-9

(S)-Glycidyl tosylate

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 3h; Inert atmosphere;98%
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 3h; Inert atmosphere;97%
With dmap; triethylamine In dichloromethane at 0℃; for 1.5h; Inert atmosphere;94%
3-fluoro-4-hydroxybenzonitrile
405-04-9

3-fluoro-4-hydroxybenzonitrile

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

3-fluoro-4-((2S)-oxiran-2-ylmethoxy)benzonitrile

3-fluoro-4-((2S)-oxiran-2-ylmethoxy)benzonitrile

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 2h; Mitsunobu Displacement; Inert atmosphere;98%
triisopropylsilyl chloride
13154-24-0

triisopropylsilyl chloride

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

(2S)-2,3-Epoxy-1-(triisopropylsilyloxy)propane
185140-87-8

(2S)-2,3-Epoxy-1-(triisopropylsilyloxy)propane

Conditions
ConditionsYield
With 1H-imidazole; dmap In dichloromethane at 20℃; for 1.5h; Substitution; Silylation;97%
With 1H-imidazole In dichloromethane at 0 - 20℃; for 1.5h; Inert atmosphere;97%
Stage #1: (R)-oxiranemethanol With 1H-imidazole; dmap In dichloromethane at 0℃; for 0.166667h; Inert atmosphere; Sealed tube;
Stage #2: triisopropylsilyl chloride In dichloromethane at 0 - 20℃; for 2.33333h; Inert atmosphere;		94%
With 1H-imidazole; dmap In dichloromethane at 0 - 20℃;86%
With dmap; triethylamine In dichloromethane for 24h; Ambient temperature;81%
3-nitrobenzenesulphonyl chloride
121-51-7

3-nitrobenzenesulphonyl chloride

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

glycidyl nosylate
152333-94-3

glycidyl nosylate

Conditions
ConditionsYield
With triethanolamine97%
With triethylamine In dichloromethane at 0℃; for 2.5h;
4-((2-isopropoxyethoxy)methyl)phenyl methanesulfonate

4-((2-isopropoxyethoxy)methyl)phenyl methanesulfonate

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

(S)-2-((4-((2-isopropoxyethoxy)methyl)phenoxy)methyl)oxirane

(S)-2-((4-((2-isopropoxyethoxy)methyl)phenoxy)methyl)oxirane

Conditions
ConditionsYield
With triethylamine In toluene at 70℃; for 2h;96.2%
1-bromomethyl-4-bromobenzene
589-15-1

1-bromomethyl-4-bromobenzene

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

(S)-2-(((4-bromobenzyl)oxy)methyl)oxirane
897961-91-0

(S)-2-(((4-bromobenzyl)oxy)methyl)oxirane

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide; sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 18h;96%
With tetra-(n-butyl)ammonium iodide; sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 18h;12.92 g
propylamine
107-10-8

propylamine

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

(S)-3-(propylamino)propane-1,2-diol

(S)-3-(propylamino)propane-1,2-diol

Conditions
ConditionsYield
at 70℃; for 2h;96%
(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

(S)-oxirane-2-carboxylic acid
114990-90-8

(S)-oxirane-2-carboxylic acid

Conditions
ConditionsYield
With ruthenium trichloride; sodium periodate Oxidation;95%
With ruthenium trichloride; sodium periodate; water In acetonitrile at 25℃; for 3h;
p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

(R)-2-(((4-methoxybenzyl)oxy)methyl)oxirane
80910-01-6, 108836-41-5, 144069-33-0, 134733-19-0

(R)-2-(((4-methoxybenzyl)oxy)methyl)oxirane

Conditions
ConditionsYield
Stage #1: (R)-oxiranemethanol With sodium hydride In tetrahydrofuran at 0℃; for 20h;
Stage #2: p-Methoxybenzyl bromide In tetrahydrofuran at 20℃; for 3h;		95%
2-chloro-1,3,2-dioxaphospholan
822-39-9

2-chloro-1,3,2-dioxaphospholan

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

(R)-2-(oxiran-2-ylmethoxy)-1,3,2-dioxaphospholane

(R)-2-(oxiran-2-ylmethoxy)-1,3,2-dioxaphospholane

Conditions
ConditionsYield
With triethylamine In diethyl ether at 0 - 20℃; for 3h; Reagent/catalyst; Solvent;94.8%
4-chloro-phenol
106-48-9

4-chloro-phenol

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

(R)-3-(4-chlorophenoxy)propane-1,2-diol
112652-61-6

(R)-3-(4-chlorophenoxy)propane-1,2-diol

Conditions
ConditionsYield
With cesium fluoride In N,N-dimethyl-formamide at 80℃; for 18h; Etherification; ring cleavage;94%
chlorotripropylsilane
995-25-5

chlorotripropylsilane

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

C12H26O2Si

C12H26O2Si

Conditions
ConditionsYield
With 1H-imidazole In dichloromethane at 20℃; for 18h; Inert atmosphere;94%
propargyl bromide
106-96-7

propargyl bromide

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

(S)-hex-5-yne-1,2-diol
1012325-60-8

(S)-hex-5-yne-1,2-diol

Conditions
ConditionsYield
Stage #1: propargyl bromide With iodine; magnesium; mercury dichloride In diethyl ether; toluene at 0 - 20℃; Inert atmosphere;
Stage #2: (R)-oxiranemethanol In diethyl ether; toluene at -78 - 20℃; for 14h; Inert atmosphere;
Stage #3: With water; ammonium chloride In diethyl ether; toluene Inert atmosphere;		94%
Stage #1: propargyl bromide With iodine; magnesium; mercury dichloride In diethyl ether; toluene at 0 - 20℃; Grignard Reaction; Inert atmosphere;
Stage #2: (R)-oxiranemethanol In diethyl ether; toluene at -78 - 20℃; for 14h; Inert atmosphere;
Stage #3: With water; ammonium chloride In diethyl ether; toluene Inert atmosphere;		94%
Stage #1: propargyl bromide With iodine; magnesium; mercury dichloride In diethyl ether; toluene at 0 - 20℃; for 3h; Inert atmosphere;
Stage #2: (R)-oxiranemethanol In diethyl ether; toluene at -78 - 20℃; for 15h; Inert atmosphere; regioselective reaction;		94%
(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

allylmagnesium bromide
1730-25-2

allylmagnesium bromide

(S)-hex-5-ene-1,2-diol
127102-61-8

(S)-hex-5-ene-1,2-diol

Conditions
ConditionsYield
In diethyl ether at -20℃; for 0.333333h;93%
(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

2-allyloxyphenol
1126-20-1

2-allyloxyphenol

(R)-2-allyloxy-1-(2,3-dihydroxypropoxy)benzene
66901-82-4

(R)-2-allyloxy-1-(2,3-dihydroxypropoxy)benzene

Conditions
ConditionsYield
With cesium fluoride In N,N-dimethyl-formamide at 80℃; for 8h; Etherification; ring cleavage;93%
Triphenylsilyl chloride
76-86-8

Triphenylsilyl chloride

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

((S)-1-Oxiranylmethoxy)-triphenyl-silane
473543-52-1

((S)-1-Oxiranylmethoxy)-triphenyl-silane

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 20℃; for 18h;93%

(R)-(+)-Glycidol Chemical Properties

Product Name: (R)-(+)-Glycidol
The Molecular formula of (R)-Glycidol(57044-25-4): C3H6O2
The Molecular Weight of (R)-Glycidol(57044-25-4): 74.08
Molecular Structure : 
EINECS: 404-660-4
Boiling point: 56-57 °C11 mm Hg(lit.)
Flash point: 178 °F
density: 1.116 g/mL at 20 °C(lit.)
refractive index: n20/D 1.43(lit.)
storage temp.: 2-8°C
Appearance: Colorless to light yellow liquid
Synonyms: (R)-GLYCIDOL;OXIRANEMETHANOL, (2R)-;(R)-(+)-2,3-EPOXY-1-PROPANOL;(R)-(+)-GLYCIDOL;(R)-(+)-GLYCIDOL, 97% (98% EE/GLC); R(+)-OXIRANE-2-METHANOL;(R)-Oxiranemethanol; (r)-oxiranemethano;

(R)-(+)-Glycidol Uses

(R)-Glycidol(57044-25-4) is used for synthesis pharmaceutical intermediates.

(R)-(+)-Glycidol Safety Profile

The Hazard Codes of (R)-Glycidol(57044-25-4):   T,   E
The Risk Statements information of (R)-Glycidol(57044-25-4):
2: Risk of explosion by shock, friction, fire or other sources of ignition
23:  Toxic by inhalation 
34:  Causes burns 
45:  May cause cancer 
60:  May impair fertility 
68:  Possible risk of irreversible effects 
20/21:  Harmful by inhalation and in contact with skin 
37/38:  Irritating to respiratory system and skin 
The Safety Statements information of (R)-Glycidol(57044-25-4):
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) 
53:  Avoid exposure - obtain special instruction before use 
36/37/39:  Wear suitable protective clothing, gloves and eye/face protection 
F: 10-21
RIDADR: UN 2922 8/PG 2
WGK Germany: 3
RTECS: RR0508000

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