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D(-)-Phenylglycinamide
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Name

D(-)-Phenylglycinamide

 EINECS 211-849-3
CAS No. 6485-67-2 Density 1.1392 (rough estimate)
PSA 69.11000 LogP 1.57230
Solubility N/A 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 N/A 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;

Article Data 37

D(-)-Phenylglycinamide Synthetic route

37803-02-4

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

6485-67-2

(-)-α-aminophenylacetamide

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%
86631-56-3

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

6485-67-2

(-)-α-aminophenylacetamide

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%
54130-90-4, 86631-56-3, 37803-02-4

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

6485-67-2

(-)-α-aminophenylacetamide

97590-56-2

(-)-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;
6485-67-2

(-)-α-aminophenylacetamide

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
6485-67-2

(-)-α-aminophenylacetamide

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
6485-67-2

(-)-α-aminophenylacetamide

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
6485-67-2

(-)-α-aminophenylacetamide

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
6485-67-2

(-)-α-aminophenylacetamide

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
6485-67-2

(-)-α-aminophenylacetamide

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
6485-67-2

(-)-α-aminophenylacetamide

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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