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1132-26-9 Usage

Chemical Properties

White powder

Check Digit Verification of cas no

The CAS Registry Mumber 1132-26-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,1,3 and 2 respectively; the second part has 2 digits, 2 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 1132-26:
(6*1)+(5*1)+(4*3)+(3*2)+(2*2)+(1*6)=39
39 % 10 = 9
So 1132-26-9 is a valid CAS Registry Number.
InChI:InChI=1/C10H13NO2/c1-7(9(11)10(12)13)8-5-3-2-4-6-8/h2-7,9H,11H2,1H3,(H,12,13)/t7-,9+/m0/s1

1132-26-9 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
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  • Detail
  • Alfa Aesar

  • (B25155)  alpha-Methyl-DL-phenylalanine, 98%   

  • 1132-26-9

  • 0.25g

  • 929.0CNY

  • Detail
  • Alfa Aesar

  • (B25155)  alpha-Methyl-DL-phenylalanine, 98%   

  • 1132-26-9

  • 1g

  • 1352.0CNY

  • Detail
  • Alfa Aesar

  • (B25155)  alpha-Methyl-DL-phenylalanine, 98%   

  • 1132-26-9

  • 5g

  • 4897.0CNY

  • Detail
  • Aldrich

  • (286656)  α-Methyl-DL-phenylalanine  98%

  • 1132-26-9

  • 286656-1G

  • 2,279.16CNY

  • Detail

1132-26-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name alpha-Methyl-DL-phenylalanine

1.2 Other means of identification

Product number -
Other names 2-amino-2-methyl-3-phenylpropanoic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1132-26-9 SDS

1132-26-9Synthetic route

benzyl bromide
100-39-0

benzyl bromide

C16H13N3O3(2-)*Ni(2+)

C16H13N3O3(2-)*Ni(2+)

2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

Conditions
ConditionsYield
With potassium hydroxide; C-9 In dichloromethane at 20℃;95%
benzyl bromide
100-39-0

benzyl bromide

ethyl N-<(4-chlorophenyl)methylene>-DL-alanate
117470-83-4

ethyl N-<(4-chlorophenyl)methylene>-DL-alanate

A

2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

B

rac-Ala-OH
302-72-7

rac-Ala-OH

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium carbonate In acetonitrile for 48h; Product distribution; Heating; further alkylation method;A 94%
B 7%
benzyl bromide
100-39-0

benzyl bromide

isopropyl 2-[(E)-1-phenylmethylideneamino]propanoate
126402-81-1

isopropyl 2-[(E)-1-phenylmethylideneamino]propanoate

2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

Conditions
ConditionsYield
Stage #1: benzyl bromide; isopropyl 2-[(E)-1-phenylmethylideneamino]propanoate With cesium hydroxide; (R,R)-TADDOL In toluene at 15 - 20℃; for 12h; Alkylation; benzylation;
Stage #2: With hydrogenchloride In water; toluene Hydrolysis; Heating;
94%
(+/-)-N-(tert-butoxycarbonyl)-α-methylphenylalanine
86778-91-8

(+/-)-N-(tert-butoxycarbonyl)-α-methylphenylalanine

2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran for 2h; Ambient temperature;89%
With ammonium hydroxide; silica gel; trifluoroacetic acid 1.) MeOH; Yield given. Multistep reaction;
benzyl bromide
100-39-0

benzyl bromide

N-benzylidene-D,L-alanine isopropyl ester

N-benzylidene-D,L-alanine isopropyl ester

2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

Conditions
ConditionsYield
Stage #1: benzyl bromide; N-benzylidene-D,L-alanine isopropyl ester With sodium hydroxide; tetraethylammonium bromide; (R,R)-TADDOL In toluene at 15 - 20℃; for 12h; Substitution;
Stage #2: With hydrogenchloride In water for 0.25h; Hydrolysis; Further stages.;
83%
benzyl bromide
100-39-0

benzyl bromide

ethyl 2-(diphenylmethyleneamino)propanoate
69555-16-4

ethyl 2-(diphenylmethyleneamino)propanoate

A

2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

B

rac-Ala-OH
302-72-7

rac-Ala-OH

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium carbonate In acetonitrile for 48h; Product distribution; Heating; further alkylation method;A 23%
B 63%
4-benzyl-2-phenyl-2-oxazolin-5-one
5874-61-3, 21453-79-2, 51127-19-6, 75658-67-2

4-benzyl-2-phenyl-2-oxazolin-5-one

methyl iodide
74-88-4

methyl iodide

2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

Conditions
ConditionsYield
(i) iPr2NEt, (ii) aq. HCl, AcOH; Multistep reaction;
methyl-2-benzylideneamino-2-methyl-3-phenylpropanoate
64298-85-7

methyl-2-benzylideneamino-2-methyl-3-phenylpropanoate

2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

Conditions
ConditionsYield
With hydrogenchloride 1.) ether, 12 h, room temp.; 2.) reflux, 4 h; Yield given. Multistep reaction;
α-methyl-α-carbethoxy-β-phenethylamine
46438-07-7

α-methyl-α-carbethoxy-β-phenethylamine

A

2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

B

ethyl (S)-2-amino-2-methyl-3-phenylpropanoate
164453-67-2

ethyl (S)-2-amino-2-methyl-3-phenylpropanoate

C

ethyl (R)-2-amino-2-methyl-3-phenylpropanoate
22435-99-0

ethyl (R)-2-amino-2-methyl-3-phenylpropanoate

Conditions
ConditionsYield
With phosphate buffer; Humicola amino esterase Ambient temperature; Title compound not separated from byproducts;
5-benzyl-5-methyl-imidazolidine-2,4-dione
27993-44-8

5-benzyl-5-methyl-imidazolidine-2,4-dione

2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

Conditions
ConditionsYield
With sodium hydroxide Heating;
rac-4-benzyl-4-methyl-2-phenyl-1,3-oxazol-5(4H)-one
55686-06-1

rac-4-benzyl-4-methyl-2-phenyl-1,3-oxazol-5(4H)-one

2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

Conditions
ConditionsYield
With hydrogenchloride; acetic acid at 95℃; for 5.5h; Heating; Yield given;
(+-)-4-methyl-4-benzyl-imidazolidinedione-(2.5)

(+-)-4-methyl-4-benzyl-imidazolidinedione-(2.5)

2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

Conditions
ConditionsYield
With barium dihydroxide; water
hexamethylenetetramine
100-97-0

hexamethylenetetramine

(+-)-2-chloro-2-methyl-3-phenyl-propionic acid

(+-)-2-chloro-2-methyl-3-phenyl-propionic acid

2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

Conditions
ConditionsYield
With 1,4-dioxane
potassium cyanide
151-50-8

potassium cyanide

1-phenyl-acetone
103-79-7

1-phenyl-acetone

A

2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

B

(+-)-2-amino-2-methyl-3-phenyl-propionitrile hydrochloride

(+-)-2-amino-2-methyl-3-phenyl-propionitrile hydrochloride

Conditions
ConditionsYield
With water; ammonium chloride at 55 - 60℃; Behandeln der in Aether loeslichen Anteile des Reaktionsprodukts mit HCl;
benzyl bromide
100-39-0

benzyl bromide

2-{[1-(2-Hydroxy-phenyl)-meth-(E)-ylidene]-amino}-propionic acid benzyl ester

2-{[1-(2-Hydroxy-phenyl)-meth-(E)-ylidene]-amino}-propionic acid benzyl ester

2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

Conditions
ConditionsYield
Stage #1: 2-{[1-(2-Hydroxy-phenyl)-meth-(E)-ylidene]-amino}-propionic acid benzyl ester With (R,R)-dicyclohexyl tartrate; lithium diisopropyl amide In tetrahydrofuran at -60℃; for 0.5h;
Stage #2: benzyl bromide In tetrahydrofuran at 25℃; for 12h;
Stage #3: With hydrogenchloride In tetrahydrofuran; water for 10h; Heating;
98 % Chromat.
benzyl bromide
100-39-0

benzyl bromide

methyl (E)-N-benzylidenealaninate
120328-90-7

methyl (E)-N-benzylidenealaninate

2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

Conditions
ConditionsYield
With sodium hydroxide; N,N'-ethylenebis(salicylideneiminato)copper(II) In toluene at 20℃; for 48h;
benzyl bromide
100-39-0

benzyl bromide

CO

CO

2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 70 percent / CF3CO2Ag / CH2Cl2 / 2 h / 0 °C
2: 96 percent / 2,6-dimethylpyridine / CH2Cl2 / 1 h / Ambient temperature
3: 66 percent / CF3CO2H / CH2Cl2 / 2 h / 0 °C
4: KMnO4, dicyclohexano-18-crown-6 ether / CH2Cl2 / 2 h / Ambient temperature
6: 89 percent / aq. HCl / tetrahydrofuran / 2 h / Ambient temperature
View Scheme
(+/-)-5-benzyl-1-(tert-butoxycarbonyl)-2,5-dihydropyrrol-2-one
171898-22-9

(+/-)-5-benzyl-1-(tert-butoxycarbonyl)-2,5-dihydropyrrol-2-one

2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 96 percent / 2,6-dimethylpyridine / CH2Cl2 / 1 h / Ambient temperature
2: 66 percent / CF3CO2H / CH2Cl2 / 2 h / 0 °C
3: KMnO4, dicyclohexano-18-crown-6 ether / CH2Cl2 / 2 h / Ambient temperature
5: 89 percent / aq. HCl / tetrahydrofuran / 2 h / Ambient temperature
View Scheme
(+/-)-5-benzyl-1-(tert-butoxycarbonyl)-5-methyl-2,5-dihydropyrrol-2-one
171898-27-4

(+/-)-5-benzyl-1-(tert-butoxycarbonyl)-5-methyl-2,5-dihydropyrrol-2-one

2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: KMnO4, dicyclohexano-18-crown-6 ether / CH2Cl2 / 2 h / Ambient temperature
3: 89 percent / aq. HCl / tetrahydrofuran / 2 h / Ambient temperature
View Scheme
2-Benzyl-3,4-dihydroxy-2-methyl-5-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
1059698-59-7

2-Benzyl-3,4-dihydroxy-2-methyl-5-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: 89 percent / aq. HCl / tetrahydrofuran / 2 h / Ambient temperature
View Scheme
5-benzyl-1-(tert-butoxycarbonyl)-2-(tert-butyldimethylsiloxy)pyrrole
171898-25-2

5-benzyl-1-(tert-butoxycarbonyl)-2-(tert-butyldimethylsiloxy)pyrrole

2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 66 percent / CF3CO2H / CH2Cl2 / 2 h / 0 °C
2: KMnO4, dicyclohexano-18-crown-6 ether / CH2Cl2 / 2 h / Ambient temperature
4: 89 percent / aq. HCl / tetrahydrofuran / 2 h / Ambient temperature
View Scheme
benzyl chloride
100-44-7

benzyl chloride

2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 96 percent / K2CO3, KOH / benzyl triethylammonium chloride / CH2Cl2 / 6 h / Ambient temperature
2: 1.) hydrochloric acid (1N); 2.) hydrochloric acid (6N) / 1.) ether, 12 h, room temp.; 2.) reflux, 4 h
View Scheme
2-amino-3-phenyl-2-methylpropanenitrile
64384-47-0

2-amino-3-phenyl-2-methylpropanenitrile

2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

Conditions
ConditionsYield
With hydrogenchloride for 3h; Heating;
With hydrogenchloride; water
1-phenyl-acetone
103-79-7

1-phenyl-acetone

2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ammonia
2: hydrogenchloride; water
View Scheme
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

(+/-)-N-(tert-butoxycarbonyl)-α-methylphenylalanine
86778-91-8

(+/-)-N-(tert-butoxycarbonyl)-α-methylphenylalanine

Conditions
ConditionsYield
Stage #1: di-tert-butyl dicarbonate; 2-methyl-3-phenylalanine With sodium hydroxide In 1,4-dioxane; water at 0 - 20℃; pH=9;
Stage #2: With hydrogenchloride In 1,4-dioxane; water pH=2;
88%
Stage #1: di-tert-butyl dicarbonate; 2-methyl-3-phenylalanine With sodium hydroxide In 1,4-dioxane; water at 0 - 20℃;
Stage #2: With hydrogenchloride In 1,4-dioxane; water pH=2;
88%
With triethylamine In N,N-dimethyl-formamide at 25℃; for 18h;46%
Stage #1: di-tert-butyl dicarbonate; 2-methyl-3-phenylalanine With sodium hydroxide In 1,4-dioxane; water for 14h;
Stage #2: With hydrogenchloride In 1,4-dioxane; water pH=~ 1;
Stage #1: di-tert-butyl dicarbonate; 2-methyl-3-phenylalanine With sodium hydroxide In 1,4-dioxane; water for 14h;
Stage #2: With hydrogenchloride In 1,4-dioxane; water pH=~ 1;
2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

chloroacetyl chloride
79-04-9

chloroacetyl chloride

N-Chloroacetyl-α-methylphenylalanine
121703-95-5

N-Chloroacetyl-α-methylphenylalanine

Conditions
ConditionsYield
In acetonitrile for 1.5h; Heating;76%
phthalic anhydride
85-44-9

phthalic anhydride

2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

α-Methyl-N-phthaloylphenylalanin
21878-65-9

α-Methyl-N-phthaloylphenylalanin

Conditions
ConditionsYield
at 140℃; for 0.5h;75%
2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

2-(boc-oxyimino)-2-phenylacetonitrile

2-(boc-oxyimino)-2-phenylacetonitrile

(+/-)-N-(tert-butoxycarbonyl)-α-methylphenylalanine
86778-91-8

(+/-)-N-(tert-butoxycarbonyl)-α-methylphenylalanine

Conditions
ConditionsYield
With triethylamine In water; N,N-dimethyl-formamide; acetone at 20℃; for 16h;64%
formaldehyd
50-00-0

formaldehyd

2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

3-carboxy-3-methyl-1,2,3,4-tetrahydroisoquinoline hydrochloride
100486-34-8

3-carboxy-3-methyl-1,2,3,4-tetrahydroisoquinoline hydrochloride

Conditions
ConditionsYield
With hydrogenchloride 1.) reflux, 1 h, 2.) RT, 16 h;63.3%
2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

2-amino-2-methyl-3-phenylpropan-1-ol
21394-84-3

2-amino-2-methyl-3-phenylpropan-1-ol

Conditions
ConditionsYield
With borane In tetrahydrofuran 1.) 0 deg C, 4 h, 2.) 25 deg C, 17 h;51%
10%
With sodium hydroxide; sodium tetrahydroborate; sulfuric acid 1.) THF, 1 h; 2.) 0 deg C, Et2O, r.t., overnight; 3.) MeOH, 2 h, reflux; Yield given. Multistep reaction;
2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

2-adamantyl chloroformate
53120-53-9

2-adamantyl chloroformate

N-<(2-adamantyloxy)carbonyl>-DL-α-methyl-3-phenylalanine
150871-35-5

N-<(2-adamantyloxy)carbonyl>-DL-α-methyl-3-phenylalanine

Conditions
ConditionsYield
38%
ethanol
64-17-5

ethanol

2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

α-methyl-α-carbethoxy-β-phenethylamine
46438-07-7

α-methyl-α-carbethoxy-β-phenethylamine

Conditions
ConditionsYield
With thionyl chloride
methanol
67-56-1

methanol

2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

DL-α-methylphenylalanine methyl ester hydrochloride
64665-60-7

DL-α-methylphenylalanine methyl ester hydrochloride

Conditions
ConditionsYield
With thionyl chloride for 20h; Heating;
(S)-2-chloropropionyl chloride
70110-24-6

(S)-2-chloropropionyl chloride

2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

2-((S)-2-Chloro-propionylamino)-2-methyl-3-phenyl-propionic acid
113509-63-0

2-((S)-2-Chloro-propionylamino)-2-methyl-3-phenyl-propionic acid

Conditions
ConditionsYield
With potassium hydroxide at -10℃; for 0.166667h;
2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

2-acetoxy-2-phenylacetyl chloride
1638-63-7

2-acetoxy-2-phenylacetyl chloride

2-(2-Hydroxy-2-phenyl-acetylamino)-2-methyl-3-phenyl-propionic acid

2-(2-Hydroxy-2-phenyl-acetylamino)-2-methyl-3-phenyl-propionic acid

Conditions
ConditionsYield
With sodium hydroxide for 4h; Ambient temperature;
2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

Di<(R)-(-)-sec-butyl> phosphite
22156-89-4

Di<(R)-(-)-sec-butyl> phosphite

2-[Bis-((R)-sec-butoxy)-phosphorylamino]-2-methyl-3-phenyl-propionic acid
142421-47-4, 142507-05-9

2-[Bis-((R)-sec-butoxy)-phosphorylamino]-2-methyl-3-phenyl-propionic acid

Conditions
ConditionsYield
With triethylamine In tetrachloromethane; ethanol; water at 20℃; for 2h;
2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

2-amino-1-phenylpropane
60-15-1, 156-34-3, 51-64-9, 300-62-9

2-amino-1-phenylpropane

Conditions
ConditionsYield
With NH4OH-NH4Cl buffer; pyridoxal 5'-phosphate at 30℃; for 0.5h; relative rate of CO2 evolution by aromatic L-amino acid decarboxylase from Micrococcus percitreus;
2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

A

2-amino-1-phenylpropane
60-15-1, 156-34-3, 51-64-9, 300-62-9

2-amino-1-phenylpropane

B

1-phenyl-acetone
103-79-7

1-phenyl-acetone

Conditions
ConditionsYield
With pyridixamine phosphate at 30℃; for 20h; pH 9.0. aromatic L-amino acid decarboxylase from Micrococcus percitreus;
2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

2-Bromopropionyl chloride
7148-74-5

2-Bromopropionyl chloride

N-(2-Brompropionyl)-α-methylphenylalanin
84570-56-9

N-(2-Brompropionyl)-α-methylphenylalanin

Conditions
ConditionsYield
With sodium hydroxide Yield given;
2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

(2S,4R)-5,5-Dimethyl-4-phenyl-[1,3,2]dioxaphosphinane 2-oxide
161853-73-2

(2S,4R)-5,5-Dimethyl-4-phenyl-[1,3,2]dioxaphosphinane 2-oxide

2-((2R,4R)-5,5-Dimethyl-2-oxo-4-phenyl-2λ5-[1,3,2]dioxaphosphinan-2-ylamino)-2-methyl-3-phenyl-propionic acid

2-((2R,4R)-5,5-Dimethyl-2-oxo-4-phenyl-2λ5-[1,3,2]dioxaphosphinan-2-ylamino)-2-methyl-3-phenyl-propionic acid

Conditions
ConditionsYield
With water; triethylamine In tetrachloromethane; ethanol for 2h; Ambient temperature;
formic acid
64-18-6

formic acid

2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

2-Benzyl-2-(formylamino)-propionsaeure
23082-21-5

2-Benzyl-2-(formylamino)-propionsaeure

Conditions
ConditionsYield
With acetic anhydride
2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

benzyl alcohol
100-51-6

benzyl alcohol

benzyl 2-amino-2-methyl-3-phenylpropanoate
55456-42-3

benzyl 2-amino-2-methyl-3-phenylpropanoate

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene
2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

CR 2194
137795-35-8

CR 2194

2-[(R)-5-(8-Aza-spiro[4.5]dec-8-yl)-4-(3,5-dichloro-benzoylamino)-5-oxo-pentanoylamino]-2-methyl-3-phenyl-propionic acid

2-[(R)-5-(8-Aza-spiro[4.5]dec-8-yl)-4-(3,5-dichloro-benzoylamino)-5-oxo-pentanoylamino]-2-methyl-3-phenyl-propionic acid

Conditions
ConditionsYield
With chloroformic acid ethyl ester; triethylamine 1.) THF, -10 deg C, 15 min, 2.) THF, DMF, H2O, a) -10 deg C, 1 h, b) RT, overnight; Multistep reaction;

1132-26-9Relevant articles and documents

SYNTHESIS OF α-SUBSTITUTED α-AMINO ACIDS BY THE ALKYLATION OF 5-OXAZOLINONE DERIVATIVES

Slavinskaya, V. A.,Sile, D. E.,Katkevich, M. Yu.,Korchagova, E. Kh.,Lukevits, E.

, p. 724 - 728 (1994)

Methods have been developed for the alkylation of 5-oxazolinone derivatives in DMF in the presence of K2CO3, KOH, or diisopropylethylamine and a phase transfer catalyst as well as for the preparation of α-methylphenylalanine, α-methylalanine, α-methylalanine, and the methyl ester of N-benzoyl-α-methylalanine.Increasing the initial concentration of the starting 5-oxazolinone in the reaction mixture leads to a sharp drop in the yield of reaction products due to side condensation reactions.The reaction of 2-phenyl-4-benzyl-5-oxazolinonewith ethyl iodide gave a dimer, mamely, 3-(benzoylamino)-3,5-dibenzylpyrrolidine-2,4-dione.

Catalytic, asymmetric synthesis of α,α-disubstituted amino acids

Belokon', Yuri N.,Bhave, Devayani,D'Addario, Daniela,Groaz, Elizabetta,Maleev, Viktor,North, Michael,Pertrosyan, Armine

, p. 2045 - 2048 (2003)

Copper(salen) complex 1 has been found to catalyse the asymmetric alkylation of enolates derived from a variety of amino acids. There is a clear relationship between the size of the side chain in the substrate and the enantioselectivity of the process, so that the enantioselectivity decreases in the order alanine>aminobutyric acid>allylglycine>leucine>phenylalanine>valine. A transition state model which accounts for the influence of the size of the side chain on the enantioselectivity of the reactions is presented.

Lyaseenzymes, Nucleic Acids Encoding Them and Methods For Making and Using Them

-

, (2012/07/27)

This invention provides polypeptides having lyase activity, polynucleotides encoding these polypeptides, and meth-°ds of making and using these polynucleotides and polypeptides. In one aspect, the invention is directed to polypeptides having ammonia lyase activity, e.g., phenylalanine ammonia lyase, tyrosine ammonia lyase and/or histidine ammonia lyase activity, including thermostable and thermotolerant activity, and polynucleotides encoding these enzymes, and making and using these polynucleotides and polypeptides. The polypeptides of the invention can be used in a variety of pharmaceutical, agricultural and industrial contexts. X═NO2, Cl, Br, NH2, OH, H, alkyl at one or several o, m, and p positions R═H or alkyl.

Versatile synthesis of free and N-benzyloxycarbonyl-protected 2,2-disubstituted taurines

Wang, Boyuan,Zhang, Wei,Zhang, Leilei,Du, Da-Ming,Liu, Gang,Xu, Jiaxi

, p. 350 - 355 (2008/09/18)

An effective and versatile method was developed to synthesize N-benzyloxycarbonyl-protected and free 2,2-disubstituted taurines. Several novel 2,2-disubstituted taurines, including aliphatic/aromatic and cyclic/acyclic derivatives, were obtained, which demonstrates the generality of this method. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

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