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115007-34-6

Basic Information
CAS No.: 115007-34-6
Name: Mycophenolatemofetil
Molecular Structure:
Molecular Structure of 115007-34-6 (Mycophenolatemofetil)
Formula: C23H31NO7
Molecular Weight: 433.49500
Synonyms: 2-(4-Morpholinyl)ethyl 6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-4-methyl-4-hexenoate;Mycophenolate mofetil;
EINECS: 12879-494-5
Density: 1.222 g/cm3
Melting Point: 93-94oC
Boiling Point: 637.6oC at 760 mmHg
Flash Point: 339.4oC
Solubility:
Appearance:
Hazard Symbols:
Risk Codes:
Safety:
Transport Information:
PSA: 94.53000
LogP: 2.46190
Synthetic route
622-40-2

2-(morpholin-4-yl)ethanol

31858-66-9

methyl mycophenolate

115007-34-6

mycophenolate mofetil

Conditions
ConditionsYield
di(n-butyl)tin oxide In toluene at 120℃; for 24h;89.5%
Stage #1: 2-(morpholin-4-yl)ethanol With sodium ethanolate In ethanol at 0 - 25℃;
Stage #2: methyl mycophenolate In toluene; xylene at 20 - 145℃; Product distribution / selectivity;
85%
In ethyl acetate at 20℃; for 0.5h;81%
622-40-2

2-(morpholin-4-yl)ethanol

24280-93-1

mycophenolic acid

115007-34-6

mycophenolate mofetil

Conditions
ConditionsYield
toluene-4-sulfonic acid at 160℃; for 5h; Product distribution / selectivity;84%
(1S)-10-camphorsulfonic acid at 150 - 155℃; for 8h; Product distribution / selectivity;84%
at 160℃; for 5h; Product distribution / selectivity;84%
622-40-2

2-(morpholin-4-yl)ethanol

66341-85-3

6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-5-phthalanyl)-4-methyl-4-hexenoic acid triethylamine salt

115007-34-6

mycophenolate mofetil

Conditions
ConditionsYield
Stage #1: 2-(morpholin-4-yl)ethanol; 6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-5-phthalanyl)-4-methyl-4-hexenoic acid triethylamine salt In o-xylene at 120℃; for 48 - 54h;
Stage #2: With sulfuric acid In o-xylene; water pH=1.8;
Stage #3: With sodium hydroxide In o-xylene; water pH=8; Product distribution / selectivity;
75%
Stage #1: 6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-5-phthalanyl)-4-methyl-4-hexenoic acid triethylamine salt With hydrogenchloride In water; cyclohexanone at 120℃; for 48 - 54h; pH=3.1;
Stage #2: 2-(morpholin-4-yl)ethanol In cyclohexanone at 120℃; for 110h; Molecular sieve;
Stage #3: With sodium hydroxide; sulfuric acid Product distribution / selectivity; more than 3 stages;
71%
In xylene at 125 - 130℃; for 65h; Product distribution / selectivity;
Stage #1: 2-(morpholin-4-yl)ethanol; 6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-5-phthalanyl)-4-methyl-4-hexenoic acid triethylamine salt In xylene at 125 - 130℃; for 52h;
Stage #2: With sulfuric acid; edetate disodium In water; xylene at 10 - 15℃; for 0.25h; pH=2; Product distribution / selectivity;
622-40-2

2-(morpholin-4-yl)ethanol

669077-70-7

6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-5-phthalanyl)-4-methyl-4-hexenoic acid dibenzylamine salt

115007-34-6

mycophenolate mofetil

Conditions
ConditionsYield
Stage #1: 2-(morpholin-4-yl)ethanol; 6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-5-phthalanyl)-4-methyl-4-hexenoic acid dibenzylamine salt In o-xylene at 120℃; for 48h;
Stage #2: With sulfuric acid In o-xylene; water pH=1.8;
Stage #3: With sodium hydroxide In o-xylene; water pH=8; Product distribution / selectivity;
622-40-2

2-(morpholin-4-yl)ethanol

1000853-05-3

6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-5-phthalanyl)-4-methyl-4-hexenoic acid N,N,N',N'-tetramethylethylenediamine salt

115007-34-6

mycophenolate mofetil

Conditions
ConditionsYield
Stage #1: 2-(morpholin-4-yl)ethanol; 6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-5-phthalanyl)-4-methyl-4-hexenoic acid N,N,N',N'-tetramethylethylenediamine salt In o-xylene at 120℃; for 48h;
Stage #2: With sulfuric acid In o-xylene; water pH=1.8;
Stage #3: With sodium hydroxide In o-xylene; water pH=8; Product distribution / selectivity;
622-40-2

2-(morpholin-4-yl)ethanol

1000853-07-5

6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-5-phthalanyl)-4-methyl-4-hexenoic acid tert-octylamine salt

115007-34-6

mycophenolate mofetil

Conditions
ConditionsYield
Stage #1: 2-(morpholin-4-yl)ethanol; 6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-5-phthalanyl)-4-methyl-4-hexenoic acid tert-octylamine salt In o-xylene at 120℃; for 48h;
Stage #2: With sulfuric acid In o-xylene; water pH=1.8;
Stage #3: With sodium hydroxide In o-xylene; water pH=8; Product distribution / selectivity;
622-40-2

2-(morpholin-4-yl)ethanol

1000853-04-2

6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-5-phthalanyl)-4-methyl-4-hexenoic acid t-butylamine salt

115007-34-6

mycophenolate mofetil

Conditions
ConditionsYield
Stage #1: 2-(morpholin-4-yl)ethanol; 6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-5-phthalanyl)-4-methyl-4-hexenoic acid t-butylamine salt In o-xylene at 120℃; for 48h;
Stage #2: With sulfuric acid In o-xylene; water pH=1.8;
Stage #3: With sodium hydroxide In o-xylene; water pH=8; Product distribution / selectivity;
622-40-2

2-(morpholin-4-yl)ethanol

1000853-03-1

6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-5-phthalanyl)-4-methyl-4-hexenoic acid isopropylamine salt

115007-34-6

mycophenolate mofetil

Conditions
ConditionsYield
Stage #1: 2-(morpholin-4-yl)ethanol; 6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-5-phthalanyl)-4-methyl-4-hexenoic acid isopropylamine salt In o-xylene at 120℃; for 48h;
Stage #2: With sulfuric acid In o-xylene; water pH=1.8;
Stage #3: With sodium hydroxide In o-xylene; water pH=8; Product distribution / selectivity;
622-40-2

2-(morpholin-4-yl)ethanol

1000853-08-6

6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-5-phthalanyl)-4-methyl-4-hexenoic acid cyclohexylamine salt

115007-34-6

mycophenolate mofetil

Conditions
ConditionsYield
Stage #1: 2-(morpholin-4-yl)ethanol; 6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-5-phthalanyl)-4-methyl-4-hexenoic acid cyclohexylamine salt In o-xylene at 120℃; for 48h;
Stage #2: With sulfuric acid In o-xylene; water pH=1.8;
Stage #3: With sodium hydroxide In o-xylene; water pH=8; Product distribution / selectivity;
622-40-2

2-(morpholin-4-yl)ethanol

111512-13-1

E-6-(1,3-dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-methyl-4-hexenoic acid chloride

A

C40H49NO12

B

115007-34-6

mycophenolate mofetil

Conditions
ConditionsYield
Stage #1: 2-(morpholin-4-yl)ethanol; E-6-(1,3-dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-methyl-4-hexenoic acid chloride In DMF (N,N-dimethyl-formamide); dichloromethane at 20℃; for 12.4167h; Heating / reflux;
Stage #2: With sodium hydrogencarbonate In DMF (N,N-dimethyl-formamide); dichloromethane; water at 15 - 20℃; pH=8.0; Product distribution / selectivity;
Stage #1: 2-(morpholin-4-yl)ethanol; E-6-(1,3-dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-methyl-4-hexenoic acid chloride In DMF (N,N-dimethyl-formamide); dichloromethane at 20 - 22℃; for 12.4167 - 14.4167h; Heating / reflux;
Stage #2: With sodium hydroxide In DMF (N,N-dimethyl-formamide); dichloromethane; water at 20 - 22℃; pH=5.4 - 9.2; Product distribution / selectivity;
116680-01-4

2-morpholinoethyl (E)-6-(1,3-dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-methyl-4-hexenoate hydrochloride

115007-34-6

mycophenolate mofetil

Conditions
ConditionsYield
With sodium hydrogencarbonate In water; ethyl acetate pH=2.0 - 7.5; Product distribution / selectivity;

mycophenolate mofetil oxalate

115007-34-6

mycophenolate mofetil

Conditions
ConditionsYield
With potassium hydrogencarbonate In water; ethyl acetate for 0.0833333h; pH=7.4 - 7.5; Product distribution / selectivity;
622-40-2

2-(morpholin-4-yl)ethanol

111512-13-1

E-6-(1,3-dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-methyl-4-hexenoic acid chloride

115007-34-6

mycophenolate mofetil

Conditions
ConditionsYield
In ethyl acetate for 2h; Product distribution / selectivity;
In dichloromethane for 2h; Product distribution / selectivity;
In dichloromethane at 4℃; for 4h; Product distribution / selectivity;
31858-66-9

methyl mycophenolate

1169860-18-7

2-morpholin-4-yl-potassium ethoxide

115007-34-6

mycophenolate mofetil

Conditions
ConditionsYield
In benzene at 60 - 80℃;
24280-93-1

mycophenolic acid

3647-69-6

4-(2-chloroethyl)morpholine hydrochride

115007-34-6

mycophenolate mofetil

Conditions
ConditionsYield
Stage #1: mycophenolic acid; 4-(2-chloroethyl)morpholine hydrochride With triethylamine In N,N-dimethyl-formamide at 60 - 70℃;
Stage #2: With hydrogenchloride In water pH=2.5;
115007-34-6

mycophenolate mofetil

116680-01-4

2-morpholinoethyl (E)-6-(1,3-dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-methyl-4-hexenoate hydrochloride

Conditions
ConditionsYield
With chloro-trimethyl-silane; acetic acid In ethyl acetate at 20℃; for 1h;97.6%
106-96-7

propargyl bromide

115007-34-6

mycophenolate mofetil

C26H33NO7

Conditions
ConditionsYield
With potassium carbonate In acetone; toluene at 20℃; for 24h;96%

C49H92O8

115007-34-6

mycophenolate mofetil

(E)-12-(1,3-bis(palmitoyloxy)propan-2-yl) 1-(6-methoxy-7-methyl-5-(3-methyl-6-(2-morpholinoethoxy)-6-oxohex-2-en-1-yl)-3-oxo-1,3-dihydroisobenzofuran-4-yl) 2,10-dimethyldodecane dioate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 18h;70%
57-11-4

stearic acid

115007-34-6

mycophenolate mofetil

C41H65NO8

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 43℃; for 4h;52%
112-80-1

cis-Octadecenoic acid

115007-34-6

mycophenolate mofetil

C41H63NO8

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 43℃; for 5h;46.3%
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

115007-34-6

mycophenolate mofetil

C43H59NO8

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 43℃; for 3h;46.1%
463-40-1

(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid

115007-34-6

mycophenolate mofetil

C41H59NO8

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 43℃; for 3h;45.2%
60-33-3

linoleic acid

115007-34-6

mycophenolate mofetil

C41H61NO8

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 43℃; for 3h;45.1%
6217-54-5

docosahexaenoic acid

115007-34-6

mycophenolate mofetil

C45H61NO8

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 43℃; for 6h;43.9%
506-32-1

all cis 5,8,11,14-eicosatetraenoic acid

115007-34-6

mycophenolate mofetil

C43H61NO8

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 43℃; for 3h;43.4%
64-19-7

acetic acid

115007-34-6

mycophenolate mofetil

116680-04-7

2-morpholinoethyl E-6-(1,3-dihydro-4-acetoxy-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-methyl-4-hexenoate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 43℃; for 6h;43%
506-26-3

all-cis-6,9,12-octadecatrienoic acid

115007-34-6

mycophenolate mofetil

C41H59NO8

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 43℃; for 3h;42.4%
557-59-5

n-tetracosanoic acid

115007-34-6

mycophenolate mofetil

C47H77NO8

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 43℃; for 4h;41.2%
141-22-0

Ricinoleic acid

115007-34-6

mycophenolate mofetil

C41H63NO9

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 43℃; for 5h;41.2%
111-14-8

oenanthic acid

115007-34-6

mycophenolate mofetil

C30H43NO8

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 43℃; for 4h;40.5%
373-49-9

cis-9-hexadecenoic acid

115007-34-6

mycophenolate mofetil

C39H59NO8

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 43℃; for 6h;40.2%
144-62-7

oxalic acid

115007-34-6

mycophenolate mofetil

mycophenolate mofetil oxalate

Conditions
ConditionsYield
In methanol; dichloromethane at 0 - 20℃; for 4h; Product distribution / selectivity;
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    Mycophenolatemofetil 115007-34-6

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Specification

The 4-Hexenoic acid,6-(1,3-dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-methyl-,2-(4-morpholinyl)ethyl ester, with its CAS registry number 115007-34-6, has the IUPAC name of 2-morpholin-4-ylethyl(E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl)-4-methylhex-4-enoate. Besides, this chemical has the molecular foumula of C23H31NOand the molecular weight of 433.49.

The characteristics of 4-Hexenoic acid,6-(1,3-dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-methyl-,2-(4-morpholinyl)ethyl ester are as follows: (1)ACD/LogP: 3.15; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.14; (4)ACD/LogD (pH 7.4): 3.1; (5)ACD/BCF (pH 5.5): 14.33; (6)ACD/BCF (pH 7.4): 129.59; (7)ACD/KOC (pH 5.5): 121.2; (8)ACD/KOC (pH 7.4): 1096.1; (9)#H bond acceptors: 8; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 11; (12)Polar Surface Area: 83.53 Å2; (13)Index of Refraction: 1.557; (14)Molar Refractivity: 114.22 cm3; (15)Molar Volume: 354.6 cm3; (16)Polarizability: 45.28×10-24cm3; (17)Surface Tension: 48.4 dyne/cm; (18)Density: 1.222 g/cm3; (19)Flash Point: 339.4 °C; (20)Enthalpy of Vaporization: 97.61 kJ/mol; (21)Boiling Point: 637.6 °C at 760 mmHg; (22)Vapour Pressure: 7.51E-17 mmHg at 25°C; (23)Exact Mass: 433.210052; (24)MonoIsotopic Mass: 433.210052; (25)Topological Polar Surface Area: 94.5; (26)Heavy Atom Count: 31; (27)Complexity: 646; (28)Defined Bond StereoCenter Count: 1; (29)Covalently-Bonded Unit Count: 1; (30)Feature 3D Acceptor Count: 4; (31)Feature 3D Donor Count: 1; (32)Feature 3D Cation Count: 1; (33)Feature 3D Hydrophobe Count: 1; (34)Feature 3D Ring Count: 3.

What's more, the following datas could be converted into the molecular structure:
(1)Canonical SMILES: CC1=C(C(=C(C2=C1COC2=O)O)CC=C(C)CCC(=O)OCCN3CCOCC3)OC
(2)Isomeric SMILES: CC1=C(C(=C(C2=C1COC2=O)O)C/C=C(\C)/CCC(=O)OCCN3CCOCC3)OC
(3)InChI: InChI=1S/C23H31NO7/c1-15(5-7-19(25)30-13-10-24-8-11-29-12-9-24)4-6-17-21(26)20-18(14-31-23(20)27)16(2)22(17)28-3/h4,26H,5-14H2,1-3H3/b15-4+
(4)InChIKey: RTGDFNSFWBGLEC-SYZQJQIISA-N