Product Name

  • Name

    D-2-Phenylglycine

  • EINECS 212-876-3
  • CAS No. 875-74-1
  • Article Data90
  • CAS DataBase
  • Density 1.246 g/cm3
  • Solubility 0.3 g/100mL in water
  • Melting Point 302 °C (dec.)(lit.)
  • Formula C8H9NO2
  • Boiling Point 288.7 °C at 760 mmHg
  • Molecular Weight 151.165
  • Flash Point 128.4 °C
  • Transport Information
  • Appearance white crystalline powder
  • Safety 22-24/25-45-36/37/39-26
  • Risk Codes 23/24/25-36/37/38
  • Molecular Structure Molecular Structure of 875-74-1 (D-2-Phenylglycine)
  • Hazard Symbols ToxicT
  • Synonyms Benzeneaceticacid, a-amino-, (R)-;(R)-a-Phenylglycine;D-(-)-2-Phenylglycine;D-(-)-Aminophenylacetic acid;D-(-)-Phenylglycine;D-(-)-a-Aminophenylacetic acid;D-(-)-a-Phenylglycine;D-2-Phenylglycine;D-C-Phenylglycine;D-Phenylglycine;D-a-Aminophenylacetic acid;Glycine,2-phenyl-, D- (8CI);(-)-(R)-Phenylglycine;(-)-Phenylglycine;(2R)-Amino-2-phenylethanoic acid;(R)-(-)-2-Phenylglycine;(R)-2-Amino-2-(phenyl)ethanoic acid;(R)-2-Amino-2-phenylacetic acid;(R)-2-Phenylglycine;(R)-Phenylglycine;
  • PSA 63.32000
  • LogP 1.47130

Synthetic route

(R)-2-azido-2-phenylacetic acid
29125-25-5

(R)-2-azido-2-phenylacetic acid

(R)-phenylglycine
875-74-1

(R)-phenylglycine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In water; acetic acid under 760 Torr; for 3h;97%
potassium cyanide

potassium cyanide

benzaldehyde
100-52-7

benzaldehyde

(R)-phenylglycine
875-74-1

(R)-phenylglycine

Conditions
ConditionsYield
With nitrilase AY487533 In aq. acetate buffer at 20℃; for 1h; pH=8; Enzymatic reaction; enantioselective reaction;96.5%
(R)-2-benzyloxycarbonylamino-2-phenylacetonitrile

(R)-2-benzyloxycarbonylamino-2-phenylacetonitrile

(R)-phenylglycine
875-74-1

(R)-phenylglycine

Conditions
ConditionsYield
With hydrogenchloride; water In water at 110℃; for 3h; optical yield given as %ee;94%
Boc-D-Phg-OH
33125-05-2

Boc-D-Phg-OH

(R)-phenylglycine
875-74-1

(R)-phenylglycine

Conditions
ConditionsYield
With trifluoroacetic acid for 0.333333h;89%
With hydrogenchloride; Dowex 50*8 1.) THF, room temperature, 2 h.; Yield given. Multistep reaction;
6-Aminopenicillanic Acid
551-16-6

6-Aminopenicillanic Acid

A

(R)-phenylglycine
875-74-1

(R)-phenylglycine

B

ampicillin
69-53-4

ampicillin

Conditions
ConditionsYield
With A. faecalis; immobilised penicillin acylase (EC 3.5.1.11) In water; acetonitrile at 0℃; Product distribution; Kinetics; Further Variations:; Solvents; reusing run; Enzymatic reaction;A n/a
B 86%
N-(2,4,6-trimethyl-benzenesulfonyl)-D-phenylglycine
186801-10-5

N-(2,4,6-trimethyl-benzenesulfonyl)-D-phenylglycine

(R)-phenylglycine
875-74-1

(R)-phenylglycine

Conditions
ConditionsYield
With sodium naphthalenide In 1,2-dimethoxyethane at -40℃; for 0.5h;78%
(R)-(furan-2-yl)(phenyl)methanamine
188772-75-0

(R)-(furan-2-yl)(phenyl)methanamine

(R)-phenylglycine
875-74-1

(R)-phenylglycine

Conditions
ConditionsYield
With ozone In methanol at -78℃; for 0.25h;78%
(R)-phenylglycine
875-74-1

(R)-phenylglycine

Conditions
ConditionsYield
With water at 30℃; for 26h; D-aminoacylase from Streptomyces tuirus IFO 13418;74%
(R)-phenylglycine
875-74-1

(R)-phenylglycine

Conditions
ConditionsYield
With D-glucose; ammonia; ammonium chloride In aq. phosphate buffer at 30℃; for 24h; pH=8; Catalytic behavior; Reagent/catalyst; Microbiological reaction; Green chemistry; Enzymatic reaction; enantioselective reaction;71%
[(1R)-2-(benzyloxy)-2-oxo-1-phenylethyl]ammonium 4-methyl-1-benzensulfonate
133545-89-8

[(1R)-2-(benzyloxy)-2-oxo-1-phenylethyl]ammonium 4-methyl-1-benzensulfonate

(R)-phenylglycine
875-74-1

(R)-phenylglycine

Conditions
ConditionsYield
With hydrogenchloride Heating;69%
styrene
292638-84-7

styrene

(R)-phenylglycine
875-74-1

(R)-phenylglycine

Conditions
ConditionsYield
With D-glucose; oleic acid ethyl ester; ammonia; oxygen; ammonium chloride In aq. phosphate buffer at 30℃; for 24h; pH=8; Catalytic behavior; Reagent/catalyst; Microbiological reaction; Green chemistry; Enzymatic reaction; enantioselective reaction;62%
Multi-step reaction with 6 steps
1: styrene monooxygenase; NADPH; oxygen / Enzymatic reaction
2: epoxide hydrolase; water / Enzymatic reaction
3: alcohol dehydrogenase / Enzymatic reaction
4: aldehyde dehydrogenase; NAD / Enzymatic reaction
5: recombinant Escherichia coli expressing SMDH / aq. phosphate buffer / 0.5 h / 30 °C / pH 8 / Microbiological reaction; Enzymatic reaction
6: recombinant Escherichia coli DL39 (DE3) expressing DpgAT; L-glutamate / aq. phosphate buffer / 5 h / 30 °C / pH 8 / Microbiological reaction; Enzymatic reaction
View Scheme
L-phenylalanine
63-91-2

L-phenylalanine

(R)-phenylglycine
875-74-1

(R)-phenylglycine

Conditions
ConditionsYield
With D-glucose; oleic acid ethyl ester; ammonia; ammonium chloride In aq. phosphate buffer at 30℃; for 24h; pH=8; Catalytic behavior; Reagent/catalyst; Microbiological reaction; Green chemistry; Enzymatic reaction; enantioselective reaction;53%
Multi-step reaction with 3 steps
1: phenylalanine ammonia lyase / Enzymatic reaction
2: pheylacrylic acid decarboxylase / Enzymatic reaction
3: ammonia; ammonium chloride; D-glucose; oleic acid ethyl ester; oxygen / aq. phosphate buffer / 24 h / 30 °C / pH 8 / Microbiological reaction; Green chemistry; Enzymatic reaction
View Scheme
Multi-step reaction with 8 steps
1: phenylalanine ammonia lyase / Enzymatic reaction
2: pheylacrylic acid decarboxylase / Enzymatic reaction
3: styrene monooxygenase; NADPH; oxygen / Enzymatic reaction
4: epoxide hydrolase; water / Enzymatic reaction
5: alcohol dehydrogenase / Enzymatic reaction
6: aldehyde dehydrogenase; NAD / Enzymatic reaction
7: recombinant Escherichia coli expressing SMDH / aq. phosphate buffer / 0.5 h / 30 °C / pH 8 / Microbiological reaction; Enzymatic reaction
8: recombinant Escherichia coli DL39 (DE3) expressing DpgAT; L-glutamate / aq. phosphate buffer / 5 h / 30 °C / pH 8 / Microbiological reaction; Enzymatic reaction
View Scheme
(R)-Phenylglycine methyl ester
24461-61-8

(R)-Phenylglycine methyl ester

(R)-phenylglycine
875-74-1

(R)-phenylglycine

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran at 0℃; for 0.25h; Hydrolysis;35%
Chloro-phenyl-acetic acid
4755-72-0, 39266-56-3

Chloro-phenyl-acetic acid

(R)-phenylglycine
875-74-1

(R)-phenylglycine

Conditions
ConditionsYield
With ammonia; benzonitrile
With ammonia
With ammonia; acetonitrile
With n-heptan1ol; ammonia
(R)-phenylglycine
875-74-1

(R)-phenylglycine

Conditions
ConditionsYield
With hydrogen bromide
Multi-step reaction with 2 steps
1: 42 percent / Alcaligenes faecalis penicillin acylase; potassium hydroxide / H2O / 0.28 h / 25 °C / pH 10
2: Alkaligenes faecalis penicillin acylase / 25 °C / pH 7.5
View Scheme
N-[(2S)-(benzoylamino)(phenyl)]ethanoic acid
10419-67-7

N-[(2S)-(benzoylamino)(phenyl)]ethanoic acid

(R)-phenylglycine
875-74-1

(R)-phenylglycine

Conditions
ConditionsYield
With hydrogenchloride
(R)-2-bromo-2-phenylacetic acid
60686-79-5

(R)-2-bromo-2-phenylacetic acid

(R)-phenylglycine
875-74-1

(R)-phenylglycine

Conditions
ConditionsYield
With ammonia; acetonitrile
(R)-(2-chloro-acetylamino)-phenyl-acetic acid
28290-68-8

(R)-(2-chloro-acetylamino)-phenyl-acetic acid

(R)-phenylglycine
875-74-1

(R)-phenylglycine

Conditions
ConditionsYield
With hydrogenchloride
(R)-D-mandeloylamino-phenyl-acetic acid
50859-90-0

(R)-D-mandeloylamino-phenyl-acetic acid

(R)-phenylglycine
875-74-1

(R)-phenylglycine

Conditions
ConditionsYield
With hydrogenchloride
(1S)-10-camphorsulfonic acid
3144-16-9

(1S)-10-camphorsulfonic acid

phenylglycin
2835-06-5

phenylglycin

(R)-phenylglycine
875-74-1

(R)-phenylglycine

phenylglycin
2835-06-5

phenylglycin

(R)-phenylglycine
875-74-1

(R)-phenylglycine

Conditions
ConditionsYield
With (1S)-10-camphorsulfonic acid
5-phenylimidazolidine-2,4-dione
89-24-7

5-phenylimidazolidine-2,4-dione

(R)-phenylglycine
875-74-1

(R)-phenylglycine

Conditions
ConditionsYield
With potassium phosphate buffer; Pseudomonas sp. AJ-11220 In various solvent(s) at 30℃; for 2h; pH 8.0; enzymatic reaction;
With potassium phosphate buffer; Pseudomonas sp. AJ-11220 In various solvent(s) at 30℃; for 2h;
(Z)-2-(hydroxyimino)-2-phenylacetic acid
25327-36-0

(Z)-2-(hydroxyimino)-2-phenylacetic acid

A

(S)-2-phenylglycine
2935-35-5

(S)-2-phenylglycine

B

(R)-phenylglycine
875-74-1

(R)-phenylglycine

Conditions
ConditionsYield
With buffered acetic acid; strychnidin-10-one; mercury Product distribution; var. strychnine concentrations, other cathodic potentials (E): -1.05, -1.15, -1.30 V (SCE); object of study: optical yield;
N-carbamoyl-D,L-phenylglycine
82264-50-4

N-carbamoyl-D,L-phenylglycine

(R)-phenylglycine
875-74-1

(R)-phenylglycine

Conditions
ConditionsYield
With potassium phosphate buffer; Pseudomonas sp. AJ-11220 In various solvent(s) at 30℃; for 2h;
With potassium phosphate buffer; Pseudomonas sp. AJ-11220 In various solvent(s) at 30℃; for 2h; pH 7.5; enzymatic reaction;
(R)-2-Amino-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-2-phenyl-ethanone

(R)-2-Amino-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-2-phenyl-ethanone

(R)-phenylglycine
875-74-1

(R)-phenylglycine

Conditions
ConditionsYield
With lithium hydroxide; ion exchange 1.) THF; Yield given. Multistep reaction;
Phenylglycine p-nitrophenyl ester
803648-97-7

Phenylglycine p-nitrophenyl ester

A

(S)-2-phenylglycine
2935-35-5

(S)-2-phenylglycine

B

(R)-phenylglycine
875-74-1

(R)-phenylglycine

Conditions
ConditionsYield
With (R)-<methyl>pyridine; copper(II) ion In various solvent(s) at 25℃; Rate constant; enantioselectivity of cleavage; other chiral ligands;
chloroform
67-66-3

chloroform

benzaldehyde
100-52-7

benzaldehyde

A

(S)-2-phenylglycine
2935-35-5

(S)-2-phenylglycine

B

(R)-phenylglycine
875-74-1

(R)-phenylglycine

Conditions
ConditionsYield
With potassium hydroxide; ammonia; (+)-(1S,2R)-N-hexadecyl-N-methylephedrinium bromide; lithium chloride In ethanol Product distribution; 5 deg C, 4 h, RT, overnight; asymmetric induction;
(R)-2-Amino-N-tert-butyl-2-phenyl-acetamide; hydrochloride
119825-43-3

(R)-2-Amino-N-tert-butyl-2-phenyl-acetamide; hydrochloride

(R)-phenylglycine
875-74-1

(R)-phenylglycine

Conditions
ConditionsYield
With hydrogenchloride In water at 80℃; Yield given;
(2S)-2-phenyl-2-(tosylamino)acetic acid
111524-98-2

(2S)-2-phenyl-2-(tosylamino)acetic acid

A

(S)-2-phenylglycine
2935-35-5

(S)-2-phenylglycine

B

(R)-phenylglycine
875-74-1

(R)-phenylglycine

Conditions
ConditionsYield
With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; samarium diiodide In tetrahydrofuran for 9h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
(+/-)-α-phenylglycine hydrochloride
71849-99-5

(+/-)-α-phenylglycine hydrochloride

(R)-phenylglycine
875-74-1

(R)-phenylglycine

methanol
67-56-1

methanol

(R)-phenylglycine
875-74-1

(R)-phenylglycine

D-phenylglycine methyl ester hydrochloride
19883-41-1

D-phenylglycine methyl ester hydrochloride

Conditions
ConditionsYield
With thionyl chloride for 2h; Heating;100%
With thionyl chloride In methanol at 20℃; Cooling with ice;99%
With thionyl chloride at 0 - 75℃; for 2h;98.9%
formaldehyd
50-00-0

formaldehyd

(R)-phenylglycine
875-74-1

(R)-phenylglycine

(R)-2-(dimethylamino)-2-phenylacetic acid
29810-09-1

(R)-2-(dimethylamino)-2-phenylacetic acid

Conditions
ConditionsYield
With hydrogenchloride; hydrogen; 5% Pd(II)/C(eggshell) In methanol; water under 1810.07 - 2068.65 Torr; for 4h;100%
With hydrogenchloride; hydrogen; 5%-palladium/activated carbon In methanol; water under 1810.07 - 2068.65 Torr; for 4h;100%
With hydrogenchloride; hydrogen; 5%-palladium/activated carbon In methanol; water under 1810.07 - 2068.65 Torr; for 4h;100%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

(R)-phenylglycine
875-74-1

(R)-phenylglycine

Boc-D-Phg-OH
33125-05-2

Boc-D-Phg-OH

Conditions
ConditionsYield
With sodium hydroxide In tert-butyl alcohol at 20℃; for 1h; Inert atmosphere;100%
With potassium hydrogencarbonate In tetrahydrofuran; water for 18h;99%
With sodium hydroxide96%
formic acid
64-18-6

formic acid

(R)-phenylglycine
875-74-1

(R)-phenylglycine

(2R)-2-(N-formyl)amino-2-phenylacetic acid
10419-71-3

(2R)-2-(N-formyl)amino-2-phenylacetic acid

Conditions
ConditionsYield
With acetic anhydride at 20℃; for 1h;100%
(R)-phenylglycine
875-74-1

(R)-phenylglycine

Allyl chloroformate
2937-50-0

Allyl chloroformate

(2R)-{[(allyloxy)carbonyl]amino}(phenyl)acetic acid
104128-14-5

(2R)-{[(allyloxy)carbonyl]amino}(phenyl)acetic acid

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran at 0℃; for 0.25h;99%
(R)-phenylglycine
875-74-1

(R)-phenylglycine

4-diphenylsulfonyl chloride
1623-93-4

4-diphenylsulfonyl chloride

N-(biphenyl-4-sulfonyl)-D-phenylglycine
193808-16-1

N-(biphenyl-4-sulfonyl)-D-phenylglycine

Conditions
ConditionsYield
With sodium hydroxide In diethyl ether at 20℃; for 16h;99%
benzothiazole-2-sulfonyl chloride
2824-46-6

benzothiazole-2-sulfonyl chloride

(R)-phenylglycine
875-74-1

(R)-phenylglycine

(R)-(Benzothiazole-2-sulfonylamino)-phenyl-acetic acid
184222-92-2

(R)-(Benzothiazole-2-sulfonylamino)-phenyl-acetic acid

Conditions
ConditionsYield
With sodium hydroxide at 10℃; for 10h;97%
(R)-phenylglycine
875-74-1

(R)-phenylglycine

D-(-)-α-(m-nitrophenyl)glycine
4885-81-8

D-(-)-α-(m-nitrophenyl)glycine

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 50℃; for 6.5h; Cooling with ice;96.8%
Stage #1: (R)-phenylglycine With sulfuric acid; nitric acid In water at 0℃; for 3h;
Stage #2: With ammonia In water
62%
(R)-phenylglycine
875-74-1

(R)-phenylglycine

(R)-2-bromo-2-phenylacetic acid
60686-79-5

(R)-2-bromo-2-phenylacetic acid

Conditions
ConditionsYield
With hydrogen bromide; sodium nitrite at 0℃; for 2h;96%
Stage #1: (R)-phenylglycine With sulfuric acid; potassium bromide In water
Stage #2: With sodium nitrite In water at 0 - 20℃; for 2.5h;
With sulfuric acid; potassium bromide; sodium nitrite In water
phthalic anhydride
85-44-9

phthalic anhydride

(R)-phenylglycine
875-74-1

(R)-phenylglycine

(R)-2-(1,3-dioxoisoindolin-2-yl)-2-phenylacetic acid
15962-42-2

(R)-2-(1,3-dioxoisoindolin-2-yl)-2-phenylacetic acid

Conditions
ConditionsYield
With triethylamine In toluene at 130℃; for 3h; Dean-Stark;96%
With acetic acid at 120℃; for 12h; Reflux;
(R)-phenylglycine
875-74-1

(R)-phenylglycine

(R)-2-amino-2-cyclohexyl acetic acid
14328-52-0

(R)-2-amino-2-cyclohexyl acetic acid

Conditions
ConditionsYield
With hydrogenchloride; hydrogen In water; isopropyl alcohol at 50 - 60℃; for 6 - 8h;95.8%
With hydrogen; platinum(IV) oxide In acetic acid Ambient temperature;91%
With hydrogenchloride; hydrogen; rhodium under 38000 Torr; for 240h;79%
With hydrogenchloride; platinum at 70℃; Hydrogenation;
With hydrogenchloride; hydrogen; platinum(IV) oxide In ethanol
ethanol
64-17-5

ethanol

(R)-phenylglycine
875-74-1

(R)-phenylglycine

(R)-2-phenylglycine ethyl ester hydrochloride
17609-48-2

(R)-2-phenylglycine ethyl ester hydrochloride

Conditions
ConditionsYield
With thionyl chloride at 0 - 20℃; Reflux; Inert atmosphere;95%
With hydrogenchloride
With thionyl chloride at 20℃;
(R)-phenylglycine
875-74-1

(R)-phenylglycine

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

L-(+)-α-Phenylglycine p-toluenesulfonate salt
84860-34-4

L-(+)-α-Phenylglycine p-toluenesulfonate salt

Conditions
ConditionsYield
In 1,2-dimethoxyethane; dichloromethane at 40℃; for 2h;95%
(R)-phenylglycine
875-74-1

(R)-phenylglycine

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

D-(-)-α-Phenylglycine p-toluenosulfonate salt
84860-33-3

D-(-)-α-Phenylglycine p-toluenosulfonate salt

Conditions
ConditionsYield
In 1,2-dimethoxyethane; dichloromethane at 40℃; for 2h;95%
(R)-phenylglycine
875-74-1

(R)-phenylglycine

Hexafluoroacetone
684-16-2

Hexafluoroacetone

(R)-4-Phenyl-2,2-bis-trifluoromethyl-oxazolidin-5-one
202273-33-4

(R)-4-Phenyl-2,2-bis-trifluoromethyl-oxazolidin-5-one

Conditions
ConditionsYield
95%
(R)-phenylglycine
875-74-1

(R)-phenylglycine

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

benzyl alcohol
100-51-6

benzyl alcohol

[(1R)-2-(benzyloxy)-2-oxo-1-phenylethyl]ammonium 4-methyl-1-benzensulfonate
133545-89-8

[(1R)-2-(benzyloxy)-2-oxo-1-phenylethyl]ammonium 4-methyl-1-benzensulfonate

Conditions
ConditionsYield
In cyclohexane; water for 4h; Dean-Stark; Reflux;95%
With water In toluene Heating;89%
(R)-phenylglycine
875-74-1

(R)-phenylglycine

phenyl isothiocyanate
103-72-0

phenyl isothiocyanate

(R)-phenyl-(3'-phenyl-thioureido)acetic acid
1042303-80-9

(R)-phenyl-(3'-phenyl-thioureido)acetic acid

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 24h;95%
Stage #1: (R)-phenylglycine With sodium hydroxide In tetrahydrofuran; water for 0.25h;
Stage #2: phenyl isothiocyanate In tetrahydrofuran; water at 20℃;
(R)-phenylglycine
875-74-1

(R)-phenylglycine

(R)-Phenylglycinol
56613-80-0

(R)-Phenylglycinol

Conditions
ConditionsYield
Stage #1: (R)-phenylglycine With sodium tetrahydroborate; iodine In tetrahydrofuran at 64℃; for 18h;
Stage #2: With methanol In tetrahydrofuran at 20℃;
94%
With lithium borohydride; chloro-trimethyl-silane In tetrahydrofuran at 0 - 20℃; for 49h;93%
With lithium aluminium tetrahydride In tetrahydrofuran for 20h; Heating;92%
(R)-phenylglycine
875-74-1

(R)-phenylglycine

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile
58632-95-4

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

Boc-D-Phg-OH
33125-05-2

Boc-D-Phg-OH

Conditions
ConditionsYield
With triethylamine In 1,4-dioxane; water for 18h;94%
(R)-phenylglycine
875-74-1

(R)-phenylglycine

3,5-bistrifluoromethylphenylisothiocyanate
23165-29-9

3,5-bistrifluoromethylphenylisothiocyanate

(R)-[3'-(3,5-bis-trifluoromethyl)phenyl-thioureido]-phenyl acetic acid
1042303-85-4

(R)-[3'-(3,5-bis-trifluoromethyl)phenyl-thioureido]-phenyl acetic acid

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 24h;94%
Stage #1: 3,5-bistrifluoromethylphenylisothiocyanate With sodium hydroxide In tetrahydrofuran; water for 0.25h;
Stage #2: (R)-phenylglycine In tetrahydrofuran; water at 20℃;
ferrocenecarboxaldehyde
12093-10-6

ferrocenecarboxaldehyde

(R)-phenylglycine
875-74-1

(R)-phenylglycine

sodium hydroxide
1310-73-2

sodium hydroxide

sodium (R)-2-[(ferrocenylmethylidene)amino]-2-phenyl-ethanoate

sodium (R)-2-[(ferrocenylmethylidene)amino]-2-phenyl-ethanoate

Conditions
ConditionsYield
With molecular sieve In methanol; ethanol under N2; aq. NaOH added to amino acid, soln. stirred (room temp., 5 min), soln. concd. (vac.), residue dried at 60°C (vac., 16 h), molecular sieves (4 Angstroem), ferrocenecarboxaldehyde and EtOH/MeOH added, mixt. stirred (room temp., 16 h); molecular sieves filtered off, filtrate concd. under vac., residue suspd. in pentane, solid filtered off, washed with pentane, dried under vac.;94%
(R)-phenylglycine
875-74-1

(R)-phenylglycine

acetic anhydride
108-24-7

acetic anhydride

Conditions
ConditionsYield
With sodium hydroxide In water at 0℃; for 6h; pH=11-12; Temperature;93.4%
Stage #1: (R)-phenylglycine With sodium hydroxide In water for 0.0333333h;
Stage #2: acetic anhydride In water at 20℃; for 0.25h;
Stage #3: With hydrogenchloride In water pH=1;
80%
With sodium hydroxide In water at 0 - 5℃; pH=5;32%
With sodium hydroxide In water at 0 - 5℃; for 0.5h;
In water at 70℃; for 0.5h;
(R)-phenylglycine
875-74-1

(R)-phenylglycine

(1S)-(-)-camphanic chloride
39637-74-6

(1S)-(-)-camphanic chloride

N-((1S)-Camphanoyl)-(R)-phenylglycin

N-((1S)-Camphanoyl)-(R)-phenylglycin

Conditions
ConditionsYield
In tetrahydrofuran for 288h;93%
(R)-phenylglycine
875-74-1

(R)-phenylglycine

C9H6Cl3N3O3

C9H6Cl3N3O3

N-trichloroethoxycarbonyl-D-phenylglycine
26553-34-4

N-trichloroethoxycarbonyl-D-phenylglycine

Conditions
ConditionsYield
With pyridine; sodium hydroxide In acetone at 4℃; for 2h;93%
(R)-phenylglycine
875-74-1

(R)-phenylglycine

2,4-Dinitrofluorobenzene
70-34-8

2,4-Dinitrofluorobenzene

N(2,4-dinitrophenyl)-(R)-phenylglycine

N(2,4-dinitrophenyl)-(R)-phenylglycine

Conditions
ConditionsYield
With sodium hydrogencarbonate In water at 80℃; for 0.00972222h; Substitution; microwave irradiation;93%
ethyl trifluoroacetate,
383-63-1

ethyl trifluoroacetate,

(R)-phenylglycine
875-74-1

(R)-phenylglycine

(-)-(R)-N-trifluoroacetylphenylglycine
5042-71-7

(-)-(R)-N-trifluoroacetylphenylglycine

Conditions
ConditionsYield
Stage #1: (R)-phenylglycine With N,N,N',N'-tetramethylguanidine In methanol for 0.0833333h;
Stage #2: ethyl trifluoroacetate, In methanol at 20℃; for 30h;
93%
With 1,1,3,3-tetramethylguanidine In methanol at 20℃; for 24h;93%
(R)-phenylglycine
875-74-1

(R)-phenylglycine

benzyl chloroformate
501-53-1

benzyl chloroformate

Z-D-phenylglycine
17609-52-8

Z-D-phenylglycine

Conditions
ConditionsYield
With sodium hydroxide for 0.166667h;92%
With sodium hydroxide88%
With sodium hydroxide at 0℃; for 1h;82%

D-2-Phenylglycine Chemical Properties

IUPAC Name: (2R)-2-azaniumyl-2-phenylacetate 
Empirical Formula: C8H9NO2
Molecular Weight: 151.1626g/mol
EINECS: 212-876-3 
Structure of D-2-Phenylglycine (CAS NO.875-74-1):

Index of Refraction: 1.589
Molar Refractivity: 40.9 cm3
Molar Volume: 121.3 cm3
Polarizability: 16.21×10-24cm3
Surface Tension: 57 dyne/cm
Density: 1.246 g/cm3
Flash Point: 128.4 °C
Enthalpy of Vaporization: 55.75 kJ/mol 
Melting Point: 302 °C (dec.)(lit.)
Boiling Point: 288.7 °C at 760 mmHg
Vapour Pressure: 0.00107 mmHg at 25°C 
Water Solubility: 0.3g/100mL 
Product Categories: GLYCINESCAFFOLD;Pharmaceutical Intermediates;Amino ACIDS SERIES;Phenylglycine [Phg];Unusual Amino Acids;Amino Acids 
Canonical SMILES: C1=CC=C(C=C1)C(C(=O)[O-])[NH3+]
Isomeric SMILES: C1=CC=C(C=C1)[C@H](C(=O)[O-])[NH3+]
InChI: InChI=1S/C8H9NO2/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7H,9H2,(H,10,11)/t7-/m1/s1
InChIKey: ZGUNAGUHMKGQNY-SSDOTTSWSA-N

D-2-Phenylglycine Safety Profile

Hazard Codes: ToxicT
Risk Statements: 23/24/25-36/37/38
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed. 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 22-24/25-45-36/37/39-26
S22:Do not breathe dust. 
S24/25:Avoid contact with skin and eyes. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 3
HS Code: 29224995

D-2-Phenylglycine Specification

  D-2-Phenylglycine , its cas register number is 875-74-1. It also can be called Benzeneacetic acid, alpha-amino-, (alphaR)- ;
 D-(-)-alpha-Phenylglycine . D-2-Phenylglycine (CAS NO.875-74-1) is a white crystalline powder.

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