Product Name

  • Name

    D(-)-Phenylglycinamide

  • EINECS 211-849-3
  • CAS No. 6485-67-2
  • Article Data37
  • CAS DataBase
  • Density 1.1392 (rough estimate)
  • Solubility
  • Melting Point 125-129 ºC
  • Formula C8H10N2O
  • Boiling Point 322.8 °C at 760 mmHg
  • Molecular Weight 150.18
  • Flash Point 149 °C
  • Transport Information
  • Appearance light yellow crystalline powder
  • Safety 37/39-26
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 6485-67-2 (D(-)-Phenylglycinamide)
  • Hazard Symbols IrritantXi
  • Synonyms Acetamide,2-amino-2-phenyl-, D- (8CI);Benzeneacetamide, α-amino-, (R)-;(2R)-2-Amino-2-phenylethanamide;(R)-2-Aminophenylacetamide;(R)-Phenylglycinamide;D-2-Phenylglycinamide;D-Phenylglycinamide;D-Phenylglycine amide;D-(-)-Phenylglycine Amide;
  • PSA 69.11000
  • LogP 1.57230

Synthetic route

(S)-2,2'-bis(bromomethyl)-1,1'-binaphthyl
37803-02-4

(S)-2,2'-bis(bromomethyl)-1,1'-binaphthyl

(-)-α-aminophenylacetamide
6485-67-2

(-)-α-aminophenylacetamide

(+)-α-<4,5-dihydro-3H-dinaphtho<2,1-c:1',2'-e>azepinyl>-α-phenylacetamide
97551-07-0

(+)-α-<4,5-dihydro-3H-dinaphtho<2,1-c:1',2'-e>azepinyl>-α-phenylacetamide

Conditions
ConditionsYield
With triethylamine In acetonitrile; benzene for 10h; Heating;68%
(R)-2,2'-dibromomethyl-1,1'-binaphthalene
86631-56-3

(R)-2,2'-dibromomethyl-1,1'-binaphthalene

(-)-α-aminophenylacetamide
6485-67-2

(-)-α-aminophenylacetamide

(-)-α-<4,5-dihydro-3H-dinaphtho<2,1-c:1',2'-e>azepinyl>-α-phenylacetamide
97590-56-2

(-)-α-<4,5-dihydro-3H-dinaphtho<2,1-c:1',2'-e>azepinyl>-α-phenylacetamide

Conditions
ConditionsYield
With triethylamine In acetonitrile; benzene for 10h; Heating;39%
2,2'-di(bromomethyl)-1,1'-binaphthalene
54130-90-4, 86631-56-3, 37803-02-4

2,2'-di(bromomethyl)-1,1'-binaphthalene

(-)-α-aminophenylacetamide
6485-67-2

(-)-α-aminophenylacetamide

(-)-α-<4,5-dihydro-3H-dinaphtho<2,1-c:1',2'-e>azepinyl>-α-phenylacetamide
97590-56-2

(-)-α-<4,5-dihydro-3H-dinaphtho<2,1-c:1',2'-e>azepinyl>-α-phenylacetamide

(+)-α-<4,5-dihydro-3H-dinaphtho<2,1-c:1',2'-e>azepinyl>-α-phenylacetamide
97551-07-0

(+)-α-<4,5-dihydro-3H-dinaphtho<2,1-c:1',2'-e>azepinyl>-α-phenylacetamide

Conditions
ConditionsYield
With triethylamine In acetonitrile; benzene for 10h; Heating; Yield given. Yields of byproduct given;
...Expand
(-)-α-aminophenylacetamide
6485-67-2

(-)-α-aminophenylacetamide

2-(3,5-Dihydro-4-aza-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-3-hydroxy-4-methyl-2-phenyl-pentanenitrile
97551-15-0

2-(3,5-Dihydro-4-aza-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-3-hydroxy-4-methyl-2-phenyl-pentanenitrile

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: Et3N / benzene; acetonitrile / 10 h / Heating
2: 94 percent / POCl3 / dimethylformamide / 0 °C
3: LDA / 1.) THF, hexane, - 78 deg C, 1 h, 2.) - 78 deg C, 3 h
View Scheme
Multi-step reaction with 3 steps
1: 68 percent / Et3N / benzene; acetonitrile / 10 h / Heating
2: 94 percent / POCl3 / dimethylformamide / 0 °C
3: LDA / 1.) THF, hexane, - 78 deg C, 1 h, 2.) - 78 deg C, 3 h
View Scheme
(-)-α-aminophenylacetamide
6485-67-2

(-)-α-aminophenylacetamide

2-(3,5-Dihydro-4-aza-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-3-hydroxy-2,4-diphenyl-butyronitrile
97551-16-1

2-(3,5-Dihydro-4-aza-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-3-hydroxy-2,4-diphenyl-butyronitrile

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: Et3N / benzene; acetonitrile / 10 h / Heating
2: 94 percent / POCl3 / dimethylformamide / 0 °C
3: LDA / 1.) THF, hexane, - 78 deg C, 1 h, 2.) - 78 deg C, 3 h
View Scheme
Multi-step reaction with 3 steps
1: 68 percent / Et3N / benzene; acetonitrile / 10 h / Heating
2: 94 percent / POCl3 / dimethylformamide / 0 °C
3: LDA / 1.) THF, hexane, - 78 deg C, 1 h, 2.) - 78 deg C, 3 h
View Scheme
(-)-α-aminophenylacetamide
6485-67-2

(-)-α-aminophenylacetamide

(-)-α-<2,7-dihydrodinaphtho<2,1-c:1',2'-e>azepinyl>-α-phenylacetonitrile
97590-57-3

(-)-α-<2,7-dihydrodinaphtho<2,1-c:1',2'-e>azepinyl>-α-phenylacetonitrile

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Et3N / benzene; acetonitrile / 10 h / Heating
2: 94 percent / POCl3 / dimethylformamide / 0 °C
View Scheme
Multi-step reaction with 2 steps
1: 39 percent / Et3N / benzene; acetonitrile / 10 h / Heating
2: 94 percent / POCl3 / dimethylformamide / 0 °C
View Scheme
(-)-α-aminophenylacetamide
6485-67-2

(-)-α-aminophenylacetamide

(+)-α-<2,7-dihydrodinaphtho<2,1-c:1',2'-e>azepinyl>-α-phenylacetonitrile
97551-08-1

(+)-α-<2,7-dihydrodinaphtho<2,1-c:1',2'-e>azepinyl>-α-phenylacetonitrile

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Et3N / benzene; acetonitrile / 10 h / Heating
2: 94 percent / POCl3 / dimethylformamide / 0 °C
View Scheme
Multi-step reaction with 2 steps
1: 68 percent / Et3N / benzene; acetonitrile / 10 h / Heating
2: 94 percent / POCl3 / dimethylformamide / 0 °C
View Scheme
(-)-α-aminophenylacetamide
6485-67-2

(-)-α-aminophenylacetamide

2-(3,5-Dihydro-4-aza-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-3-hydroxy-2-phenyl-butyronitrile
97551-13-8

2-(3,5-Dihydro-4-aza-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-3-hydroxy-2-phenyl-butyronitrile

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: Et3N / benzene; acetonitrile / 10 h / Heating
2: 94 percent / POCl3 / dimethylformamide / 0 °C
3: LDA / 1.) THF, hexan, -78 deg C, 1 h, 2.) - 78 deg C, 3 h
View Scheme
Multi-step reaction with 3 steps
1: 39 percent / Et3N / benzene; acetonitrile / 10 h / Heating
2: 94 percent / POCl3 / dimethylformamide / 0 °C
3: LDA / 1.) THF, hexan, -78 deg C, 1 h, 2.) - 78 deg C, 3 h
View Scheme
(-)-α-aminophenylacetamide
6485-67-2

(-)-α-aminophenylacetamide

2-(3,5-Dihydro-4-aza-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-3-hydroxy-2-phenyl-hexanenitrile
97551-14-9

2-(3,5-Dihydro-4-aza-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-3-hydroxy-2-phenyl-hexanenitrile

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: Et3N / benzene; acetonitrile / 10 h / Heating
2: 94 percent / POCl3 / dimethylformamide / 0 °C
3: LDA / 1.) THF, hexane, - 78 deg C, 1 h, 2.) - 78 deg C, 3 h
View Scheme
Multi-step reaction with 3 steps
1: 39 percent / Et3N / benzene; acetonitrile / 10 h / Heating
2: 94 percent / POCl3 / dimethylformamide / 0 °C
3: LDA / 1.) THF, hexane, - 78 deg C, 1 h, 2.) - 78 deg C, 3 h
View Scheme
(-)-α-aminophenylacetamide
6485-67-2

(-)-α-aminophenylacetamide

2-(3,5-Dihydro-4-aza-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-3-hydroxy-2-phenyl-hexanenitrile
97551-14-9

2-(3,5-Dihydro-4-aza-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-3-hydroxy-2-phenyl-hexanenitrile

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: Et3N / benzene; acetonitrile / 10 h / Heating
2: 94 percent / POCl3 / dimethylformamide / 0 °C
3: LDA / 1.) THF, hexane, -78 deg C, 1 h, 2.) - 78 deg C, 3 h
View Scheme
Multi-step reaction with 3 steps
1: 68 percent / Et3N / benzene; acetonitrile / 10 h / Heating
2: 94 percent / POCl3 / dimethylformamide / 0 °C
3: LDA / 1.) THF, hexane, -78 deg C, 1 h, 2.) - 78 deg C, 3 h
View Scheme

D(-)-Phenylglycinamide Specification

The Benzeneacetamide,α-amino-, (αR)-, with the CAS registry number 6485-67-2, is also known as D(-)-Phenylglycinamide. It belongs to the product categories of Protected Amino Acids; Pharmaceutical Intermediates. Its EINECS number is 211-849-3. This chemical's molecular formula is C8H10N2O and formula weight is 150.18. What's more, its IUPAC name is 2-(2-fluoro-4-hydroxyphenyl)acetic acid. 

Physical properties of Benzeneacetamide,α-amino-, (αR)- are: (1)ACD/LogP: -0.11; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 3; (4)#H bond donors: 4; (5)#Freely Rotating Bonds: 3; (6)Polar Surface Area: 20.31 Å2; (7)Flash Point: 149 °C; (8)Enthalpy of Vaporization: 56.47 kJ/mol; (9)Boiling Point: 322.8 °C at 760 mmHg; (10)Vapour Pressure: 0.000272 mmHg at 25°C; (11)Tautomer Count: 2; (12)Topological Polar Surface Area: 70.7; (13)Heavy Atom Count: 11; (14)Formal Charge: 1; (15)Complexity: 141.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Besides, you should wear suitable gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CC=C(C=C1)C(C(=O)N)[NH3+]
(2)Isomeric SMILES: C1=CC=C(C=C1)[C@H](C(=O)N)[NH3+]
(3)InChI: InChI=1S/C8H10N2O/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7H,9H2,(H2,10,11)/p+1/t7-/m1/s1
(4)InChIKey: KIYRSYYOVDHSPG-SSDOTTSWSA-O

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