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| CAS No.: | 105560-93-8 |
|---|---|
| Name: | METHYL (2R,3S)-2,3-EPOXY-3-(4-METHOXYPHENYL)PROPIONATE |
| Molecular Structure: | |
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|
|
| Formula: | C11H12O4 |
| Molecular Weight: | 208.214 |
| 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; |
| EINECS: | 404-130-2 |
| Density: | 1.224 g/cm3 |
| Melting Point: | 87-88 °C |
| Boiling Point: | 297.721 °C at 760 mmHg |
| Flash Point: | 129.237 °C |
| Appearance: | White fine crystals |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 41-43-52/53 |
| Safety: | 24-26-37/39-61 |
| PSA: | 48.06000 |
| LogP: | 1.30810 |
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methyl (2S,3S)-2-chloro-3-hydroxy-3-(4-methoxyphenyl)propionate
- 105560-93-8
methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
| Conditions | Yield |
|---|---|
| With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 20℃; for 2h; | 90% |
- 67-56-1
methanol
- 136597-65-4
(-)-(2R,3S)-sodium 3-(4-methoxyphenyl)glycidate
- 105560-93-8
methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
| Conditions | Yield |
|---|---|
| With triethylamine; 2-chloro-1-methylpyridinium sulfate In dichloromethane; 1,2-dichloro-ethane Ambient temperature; | 83% |
- 67-56-1
methanol
- 105560-93-8
methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
| Conditions | Yield |
|---|---|
| With n-butyllithium In diethyl ether; hexane at -78℃; Inert atmosphere; | 79% |
- 3901-07-3
3-(4-methoxy-phenyl)acrylic acid methyl ester
- 71-36-3
butan-1-ol
A
- 105560-93-8
methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
B
- 139345-88-3
(2S,3R)-trans-(4-methoxyphenyl)glycidic acid butyl ester
C
- 137173-40-1
(2S,3R)-methyl p-methoxycinnamate epoxide
| Conditions | Yield |
|---|---|
| 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% |
- 153829-67-5
methyl (2S,3S)-(+)-2-bromo-3-hydroxy-3-(4-methoxyphenyl)propionate
A
- 105560-93-8
methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
B
- 137173-40-1
(2S,3R)-methyl p-methoxycinnamate epoxide
| Conditions | Yield |
|---|---|
| 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 |
- 96125-49-4
methyl trans-3-(4-methoxyphenyl)glycidate
- 100-79-8
(R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol
B
- 105560-93-8
methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
C
- 137173-40-1
(2S,3R)-methyl p-methoxycinnamate epoxide
| Conditions | Yield |
|---|---|
| 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 |
- 96125-49-4
methyl trans-3-(4-methoxyphenyl)glycidate
- 78-92-2, 15892-23-6
iso-butanol
B
- 105560-93-8
methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
C
- 137173-40-1
(2S,3R)-methyl p-methoxycinnamate epoxide
| Conditions | Yield |
|---|---|
| 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 |
- 108-01-0
2-(N,N-dimethylamino)ethanol
- 96125-49-4
methyl trans-3-(4-methoxyphenyl)glycidate
A
- 105560-93-8
methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
| Conditions | Yield |
|---|---|
| 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 |
- 96125-49-4
methyl trans-3-(4-methoxyphenyl)glycidate
A
- 5703-26-4
4-Methoxyphenylacetaldehyde
B
- 105560-93-8
methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
C
- 106003-21-8
(2S,3R)-trans-(4-methoxyphenyl)glycidic acid
| Conditions | Yield |
|---|---|
| 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 |
- 42245-42-1
methyl 3-(4-methoxyphenyl)glycidate
A
- 105560-93-8
methyl (2R,3S)-3-(4-methoxyphenyl)glycidate
B
- 106003-21-8
(2S,3R)-trans-(4-methoxyphenyl)glycidic acid
| Conditions | Yield |
|---|---|
| With water In acetone at 25℃; Rhizopus arrhizus mycelium lipase, pH 7; |
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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