Product Name

  • Name

    N-ACETYL-D-PHENYLALANINE

  • EINECS 233-447-7
  • CAS No. 10172-89-1
  • Article Data220
  • CAS DataBase
  • Density 1.2 g/cm3
  • Solubility
  • Melting Point 167 °C
  • Formula C11H13NO3
  • Boiling Point 453.944 °C at 760 mmHg
  • Molecular Weight 207.229
  • Flash Point 228.338 °C
  • Transport Information
  • Appearance White Solid
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 10172-89-1 (N-ACETYL-D-PHENYLALANINE)
  • Hazard Symbols
  • Synonyms Alanine,N-acetyl-3-phenyl-, D- (8CI);(-)-2-Acetylamino-3-phenylpropanoic acid;(-)-N-Acetyl-L-phenylalanine;(-)-N-Acetylphenylalanine;(R)-(-)-N-Acetylphenylalanine;(R)-2-Acetylamino-3-phenylpropionic acid;(R)-N-Acetylphenylalanine;D-(-)-N-Acetylphenylalanine;D-N-Acetylphenylalanine;N-Acetyl-(R)-phenylalanine;N-Acetyl-3-phenyl-D-alanine;NSC 523830;(R)-2-(Acetylamino)-3-phenylpropanoic acid;
  • PSA 66.40000
  • LogP 1.20930

Synthetic route

N-acetamido cinnamic acid
55065-02-6, 64590-80-3, 5469-45-4

N-acetamido cinnamic acid

(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

Conditions
ConditionsYield
With hydrogen; triethylamine; [Rh(CLPL-S)(COD)]BF4 In methanol at 40℃; under 15001.5 Torr; for 22h; Product distribution / selectivity;100%
In ethanol98%
With hydrogen; [Rh(norbornadiene)2]BF4 In methanol at 30℃; under 750.06 Torr;96%
(Z)-2-acetamidocinnamic acid

(Z)-2-acetamidocinnamic acid

(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

Conditions
ConditionsYield
96.2%
N-acetamido cinnamic acid
55065-02-6, 64590-80-3, 5469-45-4

N-acetamido cinnamic acid

A

(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

B

(S)-2-acetylamino-3-phenylpropanoic acid
2018-61-3

(S)-2-acetylamino-3-phenylpropanoic acid

Conditions
ConditionsYield
With [Rh(cod)(Xylophos)](1+)*BF4(1-); hydrogen In methanol at 19.85℃; under 760 Torr; for 6h;A 11%
B 89%
With hydrogen; (1+); Dowex HCR-S In methanol; water at 50℃; under 15001.2 Torr; Product distribution; other rhodium(I)-complexes, various reaction conditions: time, pressure and temperatures; other derivatives of acetamidoacryl acid;
With hydrogen; chloro(1,5-cyclooctadiene)rhodium(I) dimer; optically active phosphine In methanol at 20 - 30℃; under 825.07 Torr; for 72h; Product distribution; various di- and triphosphines, other temperatures and times;
N-acetylphenylalanine methyl ester
21156-62-7, 3618-96-0, 62436-70-8

N-acetylphenylalanine methyl ester

(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

Conditions
ConditionsYield
for 36h; carbonate hydrolyase EC 4.2.2.1 (bovine carbonic anhydrase, BCA), pH 7.5;81%
ethyl N-acetyl-DL-phenylalaninate
4134-09-2

ethyl N-acetyl-DL-phenylalaninate

A

(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

B

(S)-2-acetylamino-3-phenylpropanoic acid
2018-61-3

(S)-2-acetylamino-3-phenylpropanoic acid

C

(R)-ethyl N-acetylphenylalanine
2361-96-8, 4134-09-2, 57772-79-9, 20918-84-7

(R)-ethyl N-acetylphenylalanine

Conditions
ConditionsYield
With water In ethanol at 25℃; for 2h; Microbiological reaction; optical yield given as %ee; enantioselective reaction;A n/a
B n/a
C 45%
at 35℃; for 48h; in the present of Saccharomyces cerevisiae Hansen; Yield given. Yields of byproduct given;
D-phenylalanine hydrochloride
28069-46-7

D-phenylalanine hydrochloride

acetyl chloride
75-36-5

acetyl chloride

(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

Conditions
ConditionsYield
With sodium hydroxide; water at 0℃; for 1h;41%
(R,S)-N-acetyl phenylalanine
2901-75-9

(R,S)-N-acetyl phenylalanine

(1S)-endo-fenchylamine
131348-01-1

(1S)-endo-fenchylamine

(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

(R,S)-N-acetyl phenylalanine
2901-75-9

(R,S)-N-acetyl phenylalanine

(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

acetic anhydride
108-24-7

acetic anhydride

(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

Conditions
ConditionsYield
With sodium hydroxide
at 0 - 4℃; for 3h; Acetylation;
With sodium hydroxide In water at 0 - 25℃; for 0.5h; pH=11 - 12;
With sodium hydroxide In water at 20℃; pH=14;
(R,S)-N-acetyl phenylalanine
2901-75-9

(R,S)-N-acetyl phenylalanine

p-toluidine
106-49-0

p-toluidine

A

(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

B

N-acetyl-L-phenylalanine p-toluidide

N-acetyl-L-phenylalanine p-toluidide

Conditions
ConditionsYield
With papain
2-methyl-4-benzyl-4H-oxazolin-5-one
5469-44-3

2-methyl-4-benzyl-4H-oxazolin-5-one

A

(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

B

(S)-2-acetylamino-3-phenylpropanoic acid
2018-61-3

(S)-2-acetylamino-3-phenylpropanoic acid

Conditions
ConditionsYield
With alpha cyclodextrin In water; acetonitrile pH 7.86; Title compound not separated from byproducts;
2-(N-acetylamino)cinnamic acid
55065-02-6, 64590-80-3, 5469-45-4

2-(N-acetylamino)cinnamic acid

A

(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

B

(S)-2-acetylamino-3-phenylpropanoic acid
2018-61-3

(S)-2-acetylamino-3-phenylpropanoic acid

Conditions
ConditionsYield
With hydrogen In methanol at 25℃; under 3150.3 Torr; for 4h; Product distribution; enantioselectivity of reaction dependent on various rhodium complexes with 1,2-bis(phosphanyl)pyrrolidine ligands; various conditions; also N-acetylcinnamic acid methylester;
With 2S-MeN(PPh2)CHC7H7CH2OPPh2; hydrogen; Rh<(COD)Cl>2 Product distribution; other reagents;
With hydrogen; bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; Br>n In ethanol at 20℃; Product distribution; asymmetric catalytic hydrogenation, enantiodifferentiating ability of the catalysts: atmospheric pressure of H2; var. catalysts, pressure, temp. and initial rate;
N-acetyl dehydrophenylalanine methyl ester
52386-78-4

N-acetyl dehydrophenylalanine methyl ester

A

(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

B

(S)-2-acetylamino-3-phenylpropanoic acid
2018-61-3

(S)-2-acetylamino-3-phenylpropanoic acid

Conditions
ConditionsYield
With hydrogen; rhodium(I)-bis(1,5-cyclooctadiene) tetrafluoroborate In methanol at 22℃; under 38000 Torr; Product distribution; various substrate/catalyst molar ratio; modifications of the catalyst;
methyl (Z)-2-(acetylamino)-3-phenylpropenoate
60676-51-9

methyl (Z)-2-(acetylamino)-3-phenylpropenoate

A

(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

B

(S)-2-acetylamino-3-phenylpropanoic acid
2018-61-3

(S)-2-acetylamino-3-phenylpropanoic acid

Conditions
ConditionsYield
With hydrogen; tetrafluoroboric acid; Rh complex from Rh(COD)acac; (R,R)-4,5-bis(diphenylphosphinomethyl)-2-methyl-2-phenyl-1,3-dioxolane under 760 Torr; Title compound not separated from byproducts;
(R,S)-N-acetyl phenylalanine
2901-75-9

(R,S)-N-acetyl phenylalanine

A

L-phenylalanine
63-91-2

L-phenylalanine

B

(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

Conditions
ConditionsYield
With potassium hydroxide; potassium phosphate buffer; porcine kidney acylase I at 40℃; relative initial rate of hydrolysis, also with Aspergillus acylase I as a catalyst; with or without CoCl2;
With sodium hydroxide; Tris buffer; acylase (immobilized, cross-linking enzyme membrane) In N,N-dimethyl-formamide at 40℃; pH=8.0; Enzyme kinetics; Further Variations:; pH-values; Temperatures; Solvents; Enzymatic reaction;
With lipase AS 'Amano' at 35℃; for 24h; pH=6.5; Catalytic behavior; Concentration; Reagent/catalyst; Enzymatic reaction; enantioselective reaction;A n/a
B n/a
(E)-α-(N-acylamino)cinnamic acid
64590-80-3

(E)-α-(N-acylamino)cinnamic acid

A

N-acetamido cinnamic acid
55065-02-6, 64590-80-3, 5469-45-4

N-acetamido cinnamic acid

B

(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

C

(S)-2-acetylamino-3-phenylpropanoic acid
2018-61-3

(S)-2-acetylamino-3-phenylpropanoic acid

Conditions
ConditionsYield
With hydrogen; triethylamine; <((R)-(1,1'-binaphthyl-2,2'-diyl)bis(diphenylphosphine))RuCl2>2NEt3 In tetrahydrofuran; ethanol at 35℃; under 1520 Torr; for 24h; Title compound not separated from byproducts;
(E)-α-(N-acylamino)cinnamic acid
64590-80-3

(E)-α-(N-acylamino)cinnamic acid

A

(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

B

(S)-2-acetylamino-3-phenylpropanoic acid
2018-61-3

(S)-2-acetylamino-3-phenylpropanoic acid

Conditions
ConditionsYield
With hydrogen; triethylamine; <((R)-(1,1'-binaphthyl-2,2'-diyl)bis(diphenylphosphine))RuCl2>2NEt3 In tetrahydrofuran; ethanol at 35℃; under 1520 Torr; for 24h; RuHCl-bis<(R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl>, with and without Et3N; Title compound not separated from byproducts;
With hydrogen; +ClO4- In ethanol at 20℃; under 760 Torr; for 0.5h;
With hydrogen; chlorobis(ethylene)rhodium(I) dimer; +ClO4- In ethanol at 20℃; under 760 Torr; for 0.5h;
N-acetyl-D-phenylalanine 4-nitrophenyl ester
38806-34-7

N-acetyl-D-phenylalanine 4-nitrophenyl ester

A

4-nitro-phenol
100-02-7

4-nitro-phenol

B

(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

Conditions
ConditionsYield
PalHis; PalHis + 2C14N2C1Br In water; acetonitrile at 25℃; Rate constant; furhter bilayer catalytic systems; kcat;
With Nα-tetradecanoyl-L-histidine In water; acetonitrile at 10℃; Rate constant; Kinetics; Thermodynamic data; ΔH(excit.), ΔS(excit.); Tris-KCl buffer, didodecyldimethylammonium bromide; other nucleophiles and surfactants; other temp.;
With water; poly(iminomethylene); cetylpyridinium chloride at 23℃; Rate constant; pH 5.6; different poly(iminomethylene) 1-cetylpyridinium complexes catalysts and pH-s;
With Z-L-Leu-L-His-L-Leu; Tris buffer; N,N-didodecyl-N,N-dimethylammonium bromide In acetonitrile at 24.9℃; Rate constant; pH: 7.68, μ = 0.15 (KCl); other peptide catalyst; binding constants Kb/N;
N-acetyl-D-phenylalanine 4-nitrophenyl ester
38806-34-7

N-acetyl-D-phenylalanine 4-nitrophenyl ester

(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

Conditions
ConditionsYield
With N,N-dimethyl-N-tetradecyltetradecan-1-aminium bromide; N-tetradecanoyl-L-histidyl-L-leucine In water; acetonitrile at 10 - 45℃; Kinetics; other dialkyldimethylammonium bromides;
N-acetyl-D-phenylalanine 4-nitrophenyl ester
38806-34-7

N-acetyl-D-phenylalanine 4-nitrophenyl ester

A

(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

B

p-nitrophenolate
14609-74-6

p-nitrophenolate

Conditions
ConditionsYield
With Z-L-Leu-L-His-L-Leu; N,N-didodecyl-N,N-dimethylammonium bromide; water In acetonitrile at 25℃; Rate constant; kL/kD, Kb (binding constant);
(R)-2-Acetylamino-3-phenyl-propionic acid 2-chloro-ethyl ester

(R)-2-Acetylamino-3-phenyl-propionic acid 2-chloro-ethyl ester

(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

Conditions
ConditionsYield
With pH 7.0; subtilisin Carlsberg In water at 30℃; Kinetics; further enzymes;
sodium α-(acetylamino)cinnamate
100350-85-4

sodium α-(acetylamino)cinnamate

A

(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

B

(S)-2-acetylamino-3-phenylpropanoic acid
2018-61-3

(S)-2-acetylamino-3-phenylpropanoic acid

Conditions
ConditionsYield
With hydrogen; <(3R,4R)-3,4-bis(diphenylphosphino)-1,1-dimethylpyrrolidinium-P,P'>(1,5-cyclooctadiene)rhodium bis(tetrafluoroborate) In water at 22℃; under 36775.4 Torr; for 1h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With hydrogen; Ru(BINAP)(cymene) In water at 60℃; under 20701.7 Torr; for 92h; Product distribution; Further Variations:; Catalysts; Temperatures; Pressures;
C53H81NO37

C53H81NO37

A

(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

B

β‐cyclodextrin
7585-39-9

β‐cyclodextrin

Conditions
ConditionsYield
With sodium carbonate buffer at 37℃; Rate constant;
N-acetylphenylalanine methyl ester
21156-62-7, 3618-96-0, 62436-70-8

N-acetylphenylalanine methyl ester

A

(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

B

(S)-2-acetylamino-3-phenylpropanoic acid
2018-61-3

(S)-2-acetylamino-3-phenylpropanoic acid

C

(R)-N-acetylphenylalanine methyl ester
21156-62-7

(R)-N-acetylphenylalanine methyl ester

Conditions
ConditionsYield
With subtilisin-CLEC In acetone at 40℃; for 0.5h; pH 7.0, phosphate buffer; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
butyl 2-acetylamino-3-phenylpropanoate
194661-20-6

butyl 2-acetylamino-3-phenylpropanoate

A

(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

B

(S)-2-acetylamino-3-phenylpropanoic acid
2018-61-3

(S)-2-acetylamino-3-phenylpropanoic acid

Conditions
ConditionsYield
With rice bran lipase; sodium chloride at 30℃; pH=7.5; Title compound not separated from byproducts;
(R,S)-N-acetyl phenylalanine
2901-75-9

(R,S)-N-acetyl phenylalanine

amidase-substance from aspergillus-cultures

amidase-substance from aspergillus-cultures

(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

(R,S)-N-acetyl phenylalanine
2901-75-9

(R,S)-N-acetyl phenylalanine

amidase-substance from penicillium-cultures

amidase-substance from penicillium-cultures

(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

(R,S)-N-acetyl phenylalanine
2901-75-9

(R,S)-N-acetyl phenylalanine

papain

papain

(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

Conditions
ConditionsYield
With p-toluidine
2-(N-acetylamino)cinnamic acid
55065-02-6, 64590-80-3, 5469-45-4

2-(N-acetylamino)cinnamic acid

(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

Conditions
ConditionsYield
With hydrogen; [((1R,2S)-DPAMPP)Rh(COD)]BF4 In methanol at 25℃; under 38000 Torr; for 1h; Catalytic hydrogenation;
With (+)-2,6'-bis(diphenylphosphino)-2'-methoxy-1,1'-biphenyl; hydrogen; bis(benzene)dichloro-ruthenium In methanol at 40℃; under 37503.8 Torr; for 16h;n/a
With bis(norbornadiene)rhodium(l)tetrafluoroborate; (11bM)-4-((1R,2S)-1-(diphenylphosphino)-3-methoxy-1-phenylprop-2-yloxy)dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepine; hydrogen In tetrahydrofuran at 20℃; under 15001.5 Torr; for 12h; Autoclave; optical yield given as %ee; enantioselective reaction;
(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

(R)-2-acetamido-3-cyclohexylpropanoic acid
952230-81-8

(R)-2-acetamido-3-cyclohexylpropanoic acid

Conditions
ConditionsYield
With tetrahydroxydiboron; [Rh(OH)(cod)]2 In ethanol at 50℃; for 18h; Schlenk technique; Inert atmosphere;98%
C114H102N12O6Sn2(4+)*4HO(1-)

C114H102N12O6Sn2(4+)*4HO(1-)

(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

C154H142N16O18Sn2

C154H142N16O18Sn2

Conditions
ConditionsYield
In chloroform Inert atmosphere;97%
(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

2,4,6-trivinylcyclotriboroxane*pyridine complex

2,4,6-trivinylcyclotriboroxane*pyridine complex

(D)-N-acetyl-phenylalanine vinyl ester

(D)-N-acetyl-phenylalanine vinyl ester

Conditions
ConditionsYield
With N,N'-diethylurea; copper(II) bis(trifluoromethanesulfonate); triethylamine In tetrahydrofuran at 50℃; for 16h; Chan-Lam Coupling;93%
(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

D-Tryptophan methyl ester
4299-70-1, 7303-49-3, 22032-65-1

D-Tryptophan methyl ester

N-Ac-D-Phe-D-Trp-OMe

N-Ac-D-Phe-D-Trp-OMe

Conditions
ConditionsYield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide84%
(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

D-N-ethylphenylalaninol

D-N-ethylphenylalaninol

Conditions
ConditionsYield
With sodium tetrahydroborate; iodine In tetrahydrofuran Heating;83%
(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

L-tryptophan methyl ester
4299-70-1

L-tryptophan methyl ester

N-Ac-D-Phe-L-Trp-OMe

N-Ac-D-Phe-L-Trp-OMe

Conditions
ConditionsYield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide82%
(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

methyl (3S)-3-amino-3-(3,4-dimethoxyphenyl)propanoate
167887-40-3

methyl (3S)-3-amino-3-(3,4-dimethoxyphenyl)propanoate

methyl (S)-3-amino-3-(3,4-dimethoxyphenyl)propionate N-acetyl-D-phenylalanine salt
696641-65-3

methyl (S)-3-amino-3-(3,4-dimethoxyphenyl)propionate N-acetyl-D-phenylalanine salt

Conditions
ConditionsYield
In methanol at 20℃; for 4h; Heating / reflux;82%
(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

D-threonine benzyl ester
138588-05-3

D-threonine benzyl ester

(2R,3R)-2-((R)-2-Acetylamino-3-phenyl-propionylamino)-3-hydroxy-butyric acid benzyl ester
138588-06-4

(2R,3R)-2-((R)-2-Acetylamino-3-phenyl-propionylamino)-3-hydroxy-butyric acid benzyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In dichloromethane for 18h; Ambient temperature;70%
(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

C33H29N5O5S*C2HF3O2

C33H29N5O5S*C2HF3O2

benzyl N-[({4-[3-(1,3-benzothiazol-2-yl)-2-[(2R)-2-acetamido-3-phenylpropanamido]-3-oxopropyl]phenyl}amino)({[(benzyloxy)carbonyl]amino})methylidene]carbamate

benzyl N-[({4-[3-(1,3-benzothiazol-2-yl)-2-[(2R)-2-acetamido-3-phenylpropanamido]-3-oxopropyl]phenyl}amino)({[(benzyloxy)carbonyl]amino})methylidene]carbamate

Conditions
ConditionsYield
Stage #1: (R)-N-acetylphenylalanin With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 20℃; for 0.5h; Inert atmosphere;
Stage #2: C33H29N5O5S*C2HF3O2 In dichloromethane at 20℃; for 5h; Inert atmosphere;
70%
(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

1-benzyl-2,2-dimethoxyethylamine
55707-43-2

1-benzyl-2,2-dimethoxyethylamine

A

C11H13NO3*C11H17NO2

C11H13NO3*C11H17NO2

B

(S)-1-benzyl-2,2-dimethoxyethylammonium N-acetyl-D-phenylalaninate
1184944-95-3

(S)-1-benzyl-2,2-dimethoxyethylammonium N-acetyl-D-phenylalaninate

Conditions
ConditionsYield
In isopropyl alcohol at 40 - 50℃; for 5h;A 35%
B 62%
(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

(+/-)-N-α-acetylphenylalanine 4-formylphenyl ester

(+/-)-N-α-acetylphenylalanine 4-formylphenyl ester

Conditions
ConditionsYield
With TEA; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 6h;53%
(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

4-(BOC-tyrosylamino)piperidine
732214-96-9

4-(BOC-tyrosylamino)piperidine

4-(BOC-tyrosylamino)-1-(N-acetyl-D-phenylalanyl)piperidine
120687-47-0

4-(BOC-tyrosylamino)-1-(N-acetyl-D-phenylalanyl)piperidine

Conditions
ConditionsYield
With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide In chloroform49%
(1S,2S,3R,4S)-3-Amino-1,2,3,4-tetrahydro-1,4-methano-naphthalene-2-carboxylic acid ((S)-1-methylcarbamoyl-2-phenyl-ethyl)-amide
854278-98-1

(1S,2S,3R,4S)-3-Amino-1,2,3,4-tetrahydro-1,4-methano-naphthalene-2-carboxylic acid ((S)-1-methylcarbamoyl-2-phenyl-ethyl)-amide

(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

(1S,2S,3R,4S)-3-((R)-2-Acetylamino-3-phenyl-propionylamino)-1,2,3,4-tetrahydro-1,4-methano-naphthalene-2-carboxylic acid ((S)-1-methylcarbamoyl-2-phenyl-ethyl)-amide

(1S,2S,3R,4S)-3-((R)-2-Acetylamino-3-phenyl-propionylamino)-1,2,3,4-tetrahydro-1,4-methano-naphthalene-2-carboxylic acid ((S)-1-methylcarbamoyl-2-phenyl-ethyl)-amide

Conditions
ConditionsYield
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 12h;48%
(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

1,1-dimethylethylenediamine
811-93-8

1,1-dimethylethylenediamine

(R)-2-Acetylamino-N-(2-amino-2-methyl-propyl)-3-phenyl-propionamide
120687-56-1

(R)-2-Acetylamino-N-(2-amino-2-methyl-propyl)-3-phenyl-propionamide

Conditions
ConditionsYield
With benzotriazol-1-ol; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide Ambient temperature;46%
(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

(3SR,4RS)-4-aminotetrahydropyran-3-ol

(3SR,4RS)-4-aminotetrahydropyran-3-ol

(2R)-2-acetamido-3-phenyl-propanoic acid; (3R,4S)-4-aminotetrahydropyran-3-ol

(2R)-2-acetamido-3-phenyl-propanoic acid; (3R,4S)-4-aminotetrahydropyran-3-ol

Conditions
ConditionsYield
In ethanol Reflux;43%
3-methoxy-2-aminopropionic acid
19794-53-7

3-methoxy-2-aminopropionic acid

(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

N-acetyl-D-phenylalanine O-methyl-D-serine

N-acetyl-D-phenylalanine O-methyl-D-serine

Conditions
ConditionsYield
In methanol; water at 50℃;25%
(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

Conditions
ConditionsYield
In water at 37℃; for 0.166667h; Rate constant; D-aminocyclase from Alcaligenes denitrificans DA181, pH 7.8, bovine serum albumin;
With hydrogenchloride
With hydrogenchloride
With hydrogen bromide
(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

4-[bis-(2-chloro-ethyl)-amino]-DL-phenylalanine ethyl ester; monohydrochloride
63868-91-7, 97470-99-0, 112117-81-4

4-[bis-(2-chloro-ethyl)-amino]-DL-phenylalanine ethyl ester; monohydrochloride

N-Acetyl-D-phenylalanyl-melphalan-ethylester

N-Acetyl-D-phenylalanyl-melphalan-ethylester

Conditions
ConditionsYield
With triethylamine; dicyclohexyl-carbodiimide In tetrahydrofuran

N-Acetyl-D-phenylalanine Specification

The N-Acetyl-D-phenylalanine, with the CAS registry number 10172-89-1, is also known as (R)-2-(Acetylamino)-3-phenylpropanoic acid. It belongs to the product categories of Amino Acid Derivatives; Amino Acids; Ac-Amino Acids; Amino Acids (N-Protected); Biochemistry; A - H; Modified Amino Acids; Amino Acids & Derivatives; Chiral Reagents. Its EINECS number is 233-447-7. This chemical's molecular formula is C11H13NO3 and molecular weight is 207.23. What's more, its systematic name is N-Acetyl-D-phenylalanine. This chemical should be sealed and stored in a cool and dry place. It is a kind of chiral chemical raw material and it is used as pharmaceutical intermediates. It is also used in biochemical research.

Physical properties of N-Acetyl-D-phenylalanine are: (1)ACD/LogP: -1.022; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -3.27; (4)ACD/LogD (pH 7.4): -4.63; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 66.4 Å2; (13)Index of Refraction: 1.548; (14)Molar Refractivity: 54.848 cm3; (15)Molar Volume: 172.709 cm3; (16)Polarizability: 21.744×10-24cm3; (17)Surface Tension: 48.4 dyne/cm; (18)Density: 1.2 g/cm3; (19)Flash Point: 228.338 °C; (20)Enthalpy of Vaporization: 75.179 kJ/mol; (21)Boiling Point: 453.944 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)[C@H](NC(=O)C)Cc1ccccc1
(2)Std. InChI: InChI=1S/C11H13NO3/c1-8(13)12-10(11(14)15)7-9-5-3-2-4-6-9/h2-6,10H,7H2,1H3,(H,12,13)(H,14,15)/t10-/m1/s1
(3)Std. InChIKey: CBQJSKKFNMDLON-SNVBAGLBSA-N 

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