Product Name

  • Name

    METHYL (2R,3S)-2,3-EPOXY-3-(4-METHOXYPHENYL)PROPIONATE

  • EINECS 404-130-2
  • CAS No. 105560-93-8
  • Article Data35
  • CAS DataBase
  • Density 1.224 g/cm3
  • Solubility
  • Melting Point 87-88 °C
  • Formula C11H12O4
  • Boiling Point 297.721 °C at 760 mmHg
  • Molecular Weight 208.214
  • Flash Point 129.237 °C
  • Transport Information
  • Appearance White fine crystals
  • Safety 24-26-37/39-61
  • Risk Codes 41-43-52/53
  • Molecular Structure Molecular Structure of 105560-93-8 (METHYL (2R,3S)-2,3-EPOXY-3-(4-METHOXYPHENYL)PROPIONATE)
  • Hazard Symbols IrritantXi
  • Synonyms Oxiranecarboxylicacid, 3-(4-methoxyphenyl)-, methyl ester, (2R,3S)- (9CI);Oxiranecarboxylicacid, 3-(4-methoxyphenyl)-, methyl ester, (2R-trans)-;(2R,3S)-3-(4-Methoxyphenyl)glycidic acid methyl ester;Methyl (2R,3S)-3-(4-methoxyphenyl)glycidate;
  • PSA 48.06000
  • LogP 1.30810

Synthetic route

methyl (2S,3S)-2-chloro-3-hydroxy-3-(4-methoxyphenyl)propionate
134931-62-7

methyl (2S,3S)-2-chloro-3-hydroxy-3-(4-methoxyphenyl)propionate

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
105560-93-8

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 20℃; for 2h;90%
methanol
67-56-1

methanol

(-)-(2R,3S)-sodium 3-(4-methoxyphenyl)glycidate
136597-65-4

(-)-(2R,3S)-sodium 3-(4-methoxyphenyl)glycidate

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
105560-93-8

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate

Conditions
ConditionsYield
With triethylamine; 2-chloro-1-methylpyridinium sulfate In dichloromethane; 1,2-dichloro-ethane Ambient temperature;83%
methanol
67-56-1

methanol

(2R,2'R,3'S)-N-[3'-{(4-methoxyphenyl)oxyranyl}methanone]bornanesultam

(2R,2'R,3'S)-N-[3'-{(4-methoxyphenyl)oxyranyl}methanone]bornanesultam

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
105560-93-8

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate

Conditions
ConditionsYield
With n-butyllithium In diethyl ether; hexane at -78℃; Inert atmosphere;79%
3-(4-methoxy-phenyl)acrylic acid methyl ester
3901-07-3

3-(4-methoxy-phenyl)acrylic acid methyl ester

butan-1-ol
71-36-3

butan-1-ol

A

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
105560-93-8

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate

B

(2S,3R)-trans-(4-methoxyphenyl)glycidic acid butyl ester
139345-88-3

(2S,3R)-trans-(4-methoxyphenyl)glycidic acid butyl ester

C

(2S,3R)-methyl p-methoxycinnamate epoxide
137173-40-1

(2S,3R)-methyl p-methoxycinnamate epoxide

Conditions
ConditionsYield
Stage #1: 3-(4-methoxy-phenyl)acrylic acid methyl ester With Oxone; (R)-1,1'-binaphthyl-2,2'-dicarboxylic acid cyclic ester In 1,4-dioxane; water for 26h;
Stage #2: butan-1-ol With Serratia marcescens lipase on celit for 25h; Further stages.;		A 76%
B 6.2%
C 1.6%
...Expand
methyl (2S,3S)-(+)-2-bromo-3-hydroxy-3-(4-methoxyphenyl)propionate
153829-67-5

methyl (2S,3S)-(+)-2-bromo-3-hydroxy-3-(4-methoxyphenyl)propionate

A

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
105560-93-8

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate

B

(2S,3R)-methyl p-methoxycinnamate epoxide
137173-40-1

(2S,3R)-methyl p-methoxycinnamate epoxide

Conditions
ConditionsYield
With potassium carbonate In methanol; diethyl ether at 0 - 5℃; for 0.5h; Yields of byproduct given. Title compound not separated from byproducts;A 74%
B n/a
methyl trans-3-(4-methoxyphenyl)glycidate
96125-49-4

methyl trans-3-(4-methoxyphenyl)glycidate

(R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol
100-79-8

(R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol

trans-3-(4-methoxyphenyl)-glycidic acid 2,2-dimethyl-1,3-dioxolane-4-methyl ester

trans-3-(4-methoxyphenyl)-glycidic acid 2,2-dimethyl-1,3-dioxolane-4-methyl ester

B

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
105560-93-8

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate

C

(2S,3R)-methyl p-methoxycinnamate epoxide
137173-40-1

(2S,3R)-methyl p-methoxycinnamate epoxide

Conditions
ConditionsYield
With lipase type VII In cyclohexane at 33℃; for 9.5h; Enzymatic reaction;A 45.6%
B n/a
C n/a
With lipase type VII In diethyl ether; hexane at 26℃; for 13.5h; Enzymatic reaction;A 23.1%
B n/a
C n/a
...Expand
methyl trans-3-(4-methoxyphenyl)glycidate
96125-49-4

methyl trans-3-(4-methoxyphenyl)glycidate

iso-butanol
78-92-2, 15892-23-6

iso-butanol

trans-3-(4-methoxyphenyl)-glycidic acid 2-butyl ester

trans-3-(4-methoxyphenyl)-glycidic acid 2-butyl ester

B

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
105560-93-8

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate

C

(2S,3R)-methyl p-methoxycinnamate epoxide
137173-40-1

(2S,3R)-methyl p-methoxycinnamate epoxide

Conditions
ConditionsYield
With lipase AMANO for 9h; Enzymatic reaction;A 37.6%
B n/a
C n/a
With lipase AMANO In cyclohexane at 40℃; for 12h; Enzymatic reaction;A 30%
B n/a
C n/a
...Expand
2-(N,N-dimethylamino)ethanol
108-01-0

2-(N,N-dimethylamino)ethanol

methyl trans-3-(4-methoxyphenyl)glycidate
96125-49-4

methyl trans-3-(4-methoxyphenyl)glycidate

A

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
105560-93-8

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate

B

(2S,3R)-3-(4-Methoxy-phenyl)-oxirane-2-carboxylic acid 2-dimethylamino-ethyl ester

(2S,3R)-3-(4-Methoxy-phenyl)-oxirane-2-carboxylic acid 2-dimethylamino-ethyl ester

Conditions
ConditionsYield
With 5A molecular sieve; Novozym 435 (Candida antarctica lipase, EC 3.1.1.3) In toluene at 20℃; for 4h; Product distribution; Enzyme kinetics; Further Variations:; Solvents; Reagents; Reaction partners; Enzymatic reaction;A 37.5%
B n/a
...Expand
methyl trans-3-(4-methoxyphenyl)glycidate
96125-49-4

methyl trans-3-(4-methoxyphenyl)glycidate

A

4-Methoxyphenylacetaldehyde
5703-26-4

4-Methoxyphenylacetaldehyde

B

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
105560-93-8

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate

C

(2S,3R)-trans-(4-methoxyphenyl)glycidic acid
106003-21-8

(2S,3R)-trans-(4-methoxyphenyl)glycidic acid

Conditions
ConditionsYield
In cyclohexane; water for 1.5h; Ambient temperature; enzymatic hydrolysis by lipase from Candida cylindracea (CCL), pH 7.4, other enzymes; enzymatic transesterification;A n/a
B 35%
C n/a
In cyclohexane; water for 1.5h; Ambient temperature; enzymatic hydrolysis by lipase from Candida cylindracea (CCL), pH 7.4;A n/a
B 35%
C n/a
...Expand
methyl 3-(4-methoxyphenyl)glycidate
42245-42-1

methyl 3-(4-methoxyphenyl)glycidate

A

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
105560-93-8

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate

B

(2S,3R)-trans-(4-methoxyphenyl)glycidic acid
106003-21-8

(2S,3R)-trans-(4-methoxyphenyl)glycidic acid

Conditions
ConditionsYield
With water In acetone at 25℃; Rhizopus arrhizus mycelium lipase, pH 7;
methyl 3-(4-methoxyphenyl)glycidate
42245-42-1

methyl 3-(4-methoxyphenyl)glycidate

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
105560-93-8

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate

3-(4-methoxyphenyl)acrylic acid methyl ester
19310-29-3

3-(4-methoxyphenyl)acrylic acid methyl ester

A

(2R,3R)-3-(4-Methoxy-phenyl)-oxirane-2-carboxylic acid methyl ester
126060-70-6

(2R,3R)-3-(4-Methoxy-phenyl)-oxirane-2-carboxylic acid methyl ester

B

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
105560-93-8

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate

C

(2S,3R)-methyl p-methoxycinnamate epoxide
137173-40-1

(2S,3R)-methyl p-methoxycinnamate epoxide

D

methyl (-)-(2R,3S)-3-(4-methoxyphenyl)glycidate
134931-64-9

methyl (-)-(2R,3S)-3-(4-methoxyphenyl)glycidate

Conditions
ConditionsYield
With sodium hypochlorite; 4-Phenylpyridine 1-oxide; (salen)Mn(III)-complex In water; 1,2-dichloro-ethane at 4℃; for 12h; Yield given. Yields of byproduct given;
...Expand
methyl 2-chloro-3-hydroxy-3-(4-methoxyphenyl)propionate

methyl 2-chloro-3-hydroxy-3-(4-methoxyphenyl)propionate

A

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
105560-93-8

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate

B

(2S,3R)-methyl p-methoxycinnamate epoxide
137173-40-1

(2S,3R)-methyl p-methoxycinnamate epoxide

Conditions
ConditionsYield
With sodium methylate In methanol at 0 - 20℃; for 1.66667h; Yield given. Title compound not separated from byproducts;
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 20℃; for 4h; Title compound not separated from byproducts;
methanol
67-56-1

methanol

Lithium; (S)-2-tert-butoxycarbonyl-2-chloro-1-(4-methoxy-phenyl)-ethanolate

Lithium; (S)-2-tert-butoxycarbonyl-2-chloro-1-(4-methoxy-phenyl)-ethanolate

A

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
105560-93-8

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate

B

methyl (-)-(2R,3S)-3-(4-methoxyphenyl)glycidate
134931-64-9

methyl (-)-(2R,3S)-3-(4-methoxyphenyl)glycidate

Conditions
ConditionsYield
In tetrahydrofuran; hexane at -20 - 0℃; for 2.5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
...Expand
(S)-2-Chloro-3-hydroxy-3-(4-methoxy-phenyl)-propionic acid methyl ester
336113-23-6

(S)-2-Chloro-3-hydroxy-3-(4-methoxy-phenyl)-propionic acid methyl ester

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
105560-93-8

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate

Conditions
ConditionsYield
With sodium methylate In methanol at 0 - 20℃;
With sodium methylate In methanol at 0 - 20℃; for 0.75h;894 mg
1-pyrrolidineethanol
2955-88-6

1-pyrrolidineethanol

methyl trans-3-(4-methoxyphenyl)glycidate
96125-49-4

methyl trans-3-(4-methoxyphenyl)glycidate

A

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
105560-93-8

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate

B

(2S,3R)-methyl p-methoxycinnamate epoxide
137173-40-1

(2S,3R)-methyl p-methoxycinnamate epoxide

C

(2S,3R)-3-(4-Methoxy-phenyl)-oxirane-2-carboxylic acid 2-pyrrolidin-1-yl-ethyl ester

(2S,3R)-3-(4-Methoxy-phenyl)-oxirane-2-carboxylic acid 2-pyrrolidin-1-yl-ethyl ester

D

(2R,3S)-3-(4-Methoxy-phenyl)-oxirane-2-carboxylic acid 2-pyrrolidin-1-yl-ethyl ester

(2R,3S)-3-(4-Methoxy-phenyl)-oxirane-2-carboxylic acid 2-pyrrolidin-1-yl-ethyl ester

Conditions
ConditionsYield
With 5A molecular sieve; Novozym 435 (Candida antarctica lipase, EC 3.1.1.3) In toluene at 20℃; Enzymatic reaction; Title compound not separated from byproducts.;
...Expand
1-piperidinoethanol
3040-44-6

1-piperidinoethanol

methyl trans-3-(4-methoxyphenyl)glycidate
96125-49-4

methyl trans-3-(4-methoxyphenyl)glycidate

A

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
105560-93-8

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate

B

(2S,3R)-methyl p-methoxycinnamate epoxide
137173-40-1

(2S,3R)-methyl p-methoxycinnamate epoxide

C

(2S,3R)-3-(4-Methoxy-phenyl)-oxirane-2-carboxylic acid 2-piperidin-1-yl-ethyl ester

(2S,3R)-3-(4-Methoxy-phenyl)-oxirane-2-carboxylic acid 2-piperidin-1-yl-ethyl ester

D

(2R,3S)-3-(4-Methoxy-phenyl)-oxirane-2-carboxylic acid 2-piperidin-1-yl-ethyl ester

(2R,3S)-3-(4-Methoxy-phenyl)-oxirane-2-carboxylic acid 2-piperidin-1-yl-ethyl ester

Conditions
ConditionsYield
With 5A molecular sieve; Novozym 435 (Candida antarctica lipase, EC 3.1.1.3) In toluene at 20℃; Enzymatic reaction; Title compound not separated from byproducts.;
...Expand
3-Dimethylamino-1-propanol
3179-63-3

3-Dimethylamino-1-propanol

methyl trans-3-(4-methoxyphenyl)glycidate
96125-49-4

methyl trans-3-(4-methoxyphenyl)glycidate

A

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
105560-93-8

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate

B

(2S,3R)-methyl p-methoxycinnamate epoxide
137173-40-1

(2S,3R)-methyl p-methoxycinnamate epoxide

C

(2S,3R)-3-(4-Methoxy-phenyl)-oxirane-2-carboxylic acid 3-dimethylamino-propyl ester

(2S,3R)-3-(4-Methoxy-phenyl)-oxirane-2-carboxylic acid 3-dimethylamino-propyl ester

D

(2R,3S)-3-(4-Methoxy-phenyl)-oxirane-2-carboxylic acid 3-dimethylamino-propyl ester

(2R,3S)-3-(4-Methoxy-phenyl)-oxirane-2-carboxylic acid 3-dimethylamino-propyl ester

Conditions
ConditionsYield
With 5A molecular sieve; Novozym 435 (Candida antarctica lipase, EC 3.1.1.3) In toluene at 20℃; Enzymatic reaction; Title compound not separated from byproducts.;
...Expand
methyl trans-3-(4-methoxyphenyl)glycidate
96125-49-4

methyl trans-3-(4-methoxyphenyl)glycidate

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

A

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
105560-93-8

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate

B

(2S,3R)-methyl p-methoxycinnamate epoxide
137173-40-1

(2S,3R)-methyl p-methoxycinnamate epoxide

C

(2S,3R)-3-(4-Methoxy-phenyl)-oxirane-2-carboxylic acid 2-diethylamino-ethyl ester

(2S,3R)-3-(4-Methoxy-phenyl)-oxirane-2-carboxylic acid 2-diethylamino-ethyl ester

D

(2R,3S)-3-(4-Methoxy-phenyl)-oxirane-2-carboxylic acid 2-diethylamino-ethyl ester

(2R,3S)-3-(4-Methoxy-phenyl)-oxirane-2-carboxylic acid 2-diethylamino-ethyl ester

Conditions
ConditionsYield
With 5A molecular sieve; Novozym 435 (Candida antarctica lipase, EC 3.1.1.3) In toluene at 20℃; Enzymatic reaction; Title compound not separated from byproducts.;
...Expand
3-(4-methoxy-phenyl)acrylic acid methyl ester
3901-07-3

3-(4-methoxy-phenyl)acrylic acid methyl ester

A

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
105560-93-8

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate

B

(2S,3R)-methyl p-methoxycinnamate epoxide
137173-40-1

(2S,3R)-methyl p-methoxycinnamate epoxide

Conditions
ConditionsYield
With Oxone; sodium hydrogencarbonate; chiral binaphthyl ketone C25H16O5 In 1,4-dioxane; water at 5 - 27℃; for 27h; Product distribution; Further Variations:; Catalysts; Solvents;
With Oxone; (R)dinaphtho[2,1-g:1,2-i][1,5]dioxacycloundecin-3,6,9-trione; sodium hydrogencarbonate In 1,4-dioxane; water at 5 - 27℃; for 50h;
With Oxone; (2S,5R)-2-fluoro-2-methyl5-(2-methyl-oxiranyl)cyclohexanone In 1,4-dioxane; water at 20℃; for 8h; Title compound not separated from byproducts;
methanol
67-56-1

methanol

1-[(2E)-3-(4-methoxyphenyl)-1-oxo-2-propenyl]-4-phenyl-1H-imidazole

1-[(2E)-3-(4-methoxyphenyl)-1-oxo-2-propenyl]-4-phenyl-1H-imidazole

A

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
105560-93-8

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate

B

(2S,3R)-methyl p-methoxycinnamate epoxide
137173-40-1

(2S,3R)-methyl p-methoxycinnamate epoxide

Conditions
ConditionsYield
Stage #1: 1-[(2E)-3-(4-methoxyphenyl)-1-oxo-2-propenyl]-4-phenyl-1H-imidazole With tert.-butylhydroperoxide; La-(S)-BINOL-Ph3AsO; 4 A molecular sieve In tetrahydrofuran; toluene at 20℃; for 5h;
Stage #2: methanol In tetrahydrofuran; toluene at 20℃; Title compound not separated from byproducts;
Stage #1: 1-[(2E)-3-(4-methoxyphenyl)-1-oxo-2-propenyl]-4-phenyl-1H-imidazole With tert.-butylhydroperoxide; lanthanum(III) isopropoxide; 4 A molecular sieve; triphenylarsineoxide; (S)-[1,1']-binaphthalenyl-2,2'-diol In tetrahydrofuran; decane at 20℃; for 6h;
Stage #2: methanol In tetrahydrofuran; toluene Further stages. Title compound not separated from byproducts.;
...Expand
methyl (2S,3S)-(+)-2-bromo-3-hydroxy-3-(4-methoxyphenyl)propionate
153829-67-5

methyl (2S,3S)-(+)-2-bromo-3-hydroxy-3-(4-methoxyphenyl)propionate

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
105560-93-8

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 5 - 20℃; for 0.583333h;
(2S,3S)-methyl 3-hydroxy-2-iodo-3-(4-methoxyphenyl)-propanoate

(2S,3S)-methyl 3-hydroxy-2-iodo-3-(4-methoxyphenyl)-propanoate

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
105560-93-8

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 5 - 20℃; for 0.583333h;
3-(4-methoxy-phenyl)acrylic acid methyl ester
3901-07-3

3-(4-methoxy-phenyl)acrylic acid methyl ester

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
105560-93-8

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: 66 percent / KBrO3; aq. H2SO4; aq. NaHSO3 / acetonitrile / 36 h
2.1: 94 percent / DMAP / CH2Cl2 / 20 °C
3.1: lipase AS Amano; aq. phosphate buffer / toluene / 48 h / 30 °C / pH 7.0
3.2: lipase AS Amano; aq. phosphate buffer / toluene / 33 h / 30 °C / pH 7.0
4.1: HCl / methanol / 24 h / 20 °C
5.1: DBU / CH2Cl2 / 0.58 h / 5 - 20 °C
View Scheme
Multi-step reaction with 5 steps
1: 65 percent / HIO4*2H2O; aq. NaHSO3 / acetonitrile / 48 h / 25 °C
2: 90 percent / DMAP / CH2Cl2 / 20 °C
3: lipase AS Amano; aq. phosphate buffer / toluene / 45 h / 30 °C / pH 7.0
4: HCl / methanol / 24 h / 20 °C
5: DBU / CH2Cl2 / 0.58 h / 5 - 20 °C
View Scheme
methyl (2RS,3RS)-(+)-2-bromo-3-hydroxy-3-(4-methoxyphenyl)propionate

methyl (2RS,3RS)-(+)-2-bromo-3-hydroxy-3-(4-methoxyphenyl)propionate

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
105560-93-8

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: 94 percent / DMAP / CH2Cl2 / 20 °C
2.1: lipase AS Amano; aq. phosphate buffer / toluene / 48 h / 30 °C / pH 7.0
2.2: lipase AS Amano; aq. phosphate buffer / toluene / 33 h / 30 °C / pH 7.0
3.1: HCl / methanol / 24 h / 20 °C
4.1: DBU / CH2Cl2 / 0.58 h / 5 - 20 °C
View Scheme
methyl (+/-)-3-hydroxy-2-iodo-3-(4-methoxyphenyl)-propanoate

methyl (+/-)-3-hydroxy-2-iodo-3-(4-methoxyphenyl)-propanoate

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
105560-93-8

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 90 percent / DMAP / CH2Cl2 / 20 °C
2: lipase AS Amano; aq. phosphate buffer / toluene / 45 h / 30 °C / pH 7.0
3: HCl / methanol / 24 h / 20 °C
4: DBU / CH2Cl2 / 0.58 h / 5 - 20 °C
View Scheme
(2S,3S)-methyl 3-acetoxy-2-bromo-3-(4-methoxyphenyl)-propanoate
800368-87-0

(2S,3S)-methyl 3-acetoxy-2-bromo-3-(4-methoxyphenyl)-propanoate

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
105560-93-8

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: HCl / methanol / 24 h / 20 °C
2: DBU / CH2Cl2 / 0.58 h / 5 - 20 °C
View Scheme
methyl (+/-)-3-acetoxy-2-bromo-3-(4-methoxyphenyl)-propanoate

methyl (+/-)-3-acetoxy-2-bromo-3-(4-methoxyphenyl)-propanoate

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
105560-93-8

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: lipase AS Amano; aq. phosphate buffer / toluene / 48 h / 30 °C / pH 7.0
1.2: lipase AS Amano; aq. phosphate buffer / toluene / 33 h / 30 °C / pH 7.0
2.1: HCl / methanol / 24 h / 20 °C
3.1: DBU / CH2Cl2 / 0.58 h / 5 - 20 °C
View Scheme
(2S,3S)-methyl 3-acetoxy-2-iodo-3-(4-methoxyphenyl)-propanoate
800368-89-2

(2S,3S)-methyl 3-acetoxy-2-iodo-3-(4-methoxyphenyl)-propanoate

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
105560-93-8

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: HCl / methanol / 24 h / 20 °C
2: DBU / CH2Cl2 / 0.58 h / 5 - 20 °C
View Scheme
methyl (+/-)-3-acetoxy-2-iodo-3-(4-methoxyphenyl)-propanoate

methyl (+/-)-3-acetoxy-2-iodo-3-(4-methoxyphenyl)-propanoate

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
105560-93-8

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: lipase AS Amano; aq. phosphate buffer / toluene / 45 h / 30 °C / pH 7.0
2: HCl / methanol / 24 h / 20 °C
3: DBU / CH2Cl2 / 0.58 h / 5 - 20 °C
View Scheme
methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
105560-93-8

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

(2S,3S)-3-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,5-benzothiazepin-4(5H)-one
42399-49-5

(2S,3S)-3-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,5-benzothiazepin-4(5H)-one

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene for 6h; Reflux; optical yield given as %ee;90%
With triethylamine In trichloroacetic acid
methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
105560-93-8

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate

2-mercapto-3-nitrothiophene
167030-74-2

2-mercapto-3-nitrothiophene

(-)-(2S,3S)-methyl-2-hydroxy-3-(4-methoxyphenyl)-3-(3-nitro-2-thienylthio)propionate
1011797-49-1

(-)-(2S,3S)-methyl-2-hydroxy-3-(4-methoxyphenyl)-3-(3-nitro-2-thienylthio)propionate

Conditions
ConditionsYield
In chlorobenzene at 130℃; for 2h;42%
methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
105560-93-8

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

(+)-(2S,3S)-2-hydroxy-3-(4-methoxyphenyl)-3-(2-aminophenylthio)propanoic acid methyl ester
99109-07-6

(+)-(2S,3S)-2-hydroxy-3-(4-methoxyphenyl)-3-(2-aminophenylthio)propanoic acid methyl ester

Conditions
ConditionsYield
With iron(III) chloride In chlorobenzene at 115℃; for 0.75h;
In toluene
In 5,5-dimethyl-1,3-cyclohexadiene
methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
105560-93-8

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate

Potassium; (2R,3S)-3-(4-methoxy-phenyl)-oxirane-2-carboxylate

Potassium; (2R,3S)-3-(4-methoxy-phenyl)-oxirane-2-carboxylate

Conditions
ConditionsYield
With potassium hydroxide In ethanol for 3h; Ambient temperature;

Methyl (2R,3S)-3-(4-methoxyphenyl)-2-oxiranecarboxylate Specification

Methyl (2R,3S)-3-(4-methoxyphenyl)-2-oxiranecarboxylate is an organic compound with the formula C11H12O4, and its systematic name is the same with the product name. With the CAS registry number 105560-93-8, it is also named as (2R,3S)-3-(4-Methoxyphenyl)glycidic acid methyl ester. Its EINECS number is 404-130-2. In addition, the molecular weight is 208.21. 

Physical properties of Methyl (2R,3S)-3-(4-methoxyphenyl)-2-oxiranecarboxylate are: (1)ACD/LogP: 0.902; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.90; (4)ACD/LogD (pH 7.4): 0.90; (5)ACD/BCF (pH 5.5): 2.85; (6)ACD/BCF (pH 7.4): 2.85; (7)ACD/KOC (pH 5.5): 73.71; (8)ACD/KOC (pH 7.4): 73.71; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 48.06 Å2; (13)Index of Refraction: 1.534; (14)Molar Refractivity: 52.902 cm3; (15)Molar Volume: 170.081 cm3; (16)Polarizability: 20.972×10-24cm3; (17)Surface Tension: 42.7 dyne/cm; (18)Density: 1.224 g/cm3; (19)Flash Point: 129.237 °C; (20)Enthalpy of Vaporization: 53.759 kJ/mol; (21)Boiling Point: 297.721 °C at 760 mmHg; (22)Vapour Pressure: 0.001 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical has a risk of serious damage to eyes and may cause sensitisation by inhalation and skin contact. It is harmful to aquatic organisms as it may cause long-term adverse effects in the aquatic environment. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need to wear suitable protective clothing and gloves and avoid contact with skin. You should avoid releasing it to the environment, and you need to refer to special instructions/safety data sheet.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OC)[C@@H]2O[C@H]2c1ccc(OC)cc1
(2)Std. InChI: InChI=1S/C11H12O4/c1-13-8-5-3-7(4-6-8)9-10(15-9)11(12)14-2/h3-6,9-10H,1-2H3/t9-,10+/m0/s1
(3)Std. InChIKey: CVZUMGUZDAWOGA-VHSXEESVSA-N 

Related Products

Hot Products

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View