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73821-97-3

Basic Information
CAS No.: 73821-97-3
Name: Boc-L-glutamic acid 5-cyclohexyl ester
Article Data: 2
Molecular Structure:
Molecular Structure of 73821-97-3 (Boc-L-glutamic acid 5-cyclohexyl ester)
Formula: C16H27NO6
Molecular Weight: 329.393
Synonyms: N-tert-Butoxycarbonyl-L-glutamicacid g-cyclohexyl ester;N-tert-Butyloxycarbonyl-L-glutamic acid g-cyclohexyl ester;Boc-Glu(OcHex)-OH;
Density: 1.16 g/cm3
Melting Point: 54-57 °C
Boiling Point: 502.6 °C at 760 mmHg
Flash Point: 257.8 °C
Appearance: white powder
PSA: 101.93000
LogP: 3.01130
Synthetic route
N-Boc-Glu(OcHex)-PAM resin

N-Boc-Glu(OcHex)-PAM resin

N-α-tert-butyloxycarbonyl-glutamic acid, γ-cyclohexyl ester

N-α-tert-butyloxycarbonyl-glutamic acid, γ-cyclohexyl ester

Conditions
ConditionsYield
With trimethyltin(IV) hydroxide In 1,2-dichloro-ethane for 10h; Heating;100%
N-Boc-Glu(OcHex)-Merrifield resin

N-Boc-Glu(OcHex)-Merrifield resin

73821-97-3

N-α-tert-butyloxycarbonyl-glutamic acid, γ-cyclohexyl ester

Conditions
ConditionsYield
With trimethyltin(IV) hydroxide In 1,2-dichloro-ethane for 12h; Heating;97%
24424-99-5

di-tert-butyl dicarbonate

112471-82-6

γ-cyclohexyl L-glutamate

73821-97-3

N-α-tert-butyloxycarbonyl-glutamic acid, γ-cyclohexyl ester

Conditions
ConditionsYield
With N,N,N',N'-tetramethylguanidine In N,N-dimethyl-formamide for 12h; Ambient temperature; Yield given;
56-86-0

L-glutamic acid

73821-97-3

N-α-tert-butyloxycarbonyl-glutamic acid, γ-cyclohexyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: H2SO4 / diethyl ether / 2 h / 70 °C
2: 1,1,3,3-tetramethylguanidine / dimethylformamide / 12 h / Ambient temperature
View Scheme
108-93-0

cyclohexanol

nitrogen

nitrogen

73821-97-3

N-α-tert-butyloxycarbonyl-glutamic acid, γ-cyclohexyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: H2SO4 / diethyl ether / 2 h / 70 °C
2: 1,1,3,3-tetramethylguanidine / dimethylformamide / 12 h / Ambient temperature
View Scheme
73821-97-3

N-α-tert-butyloxycarbonyl-glutamic acid, γ-cyclohexyl ester

56-86-0

L-glutamic acid

Conditions
ConditionsYield
With phenylthiotrimethylsilane; pertrimethylsilylated Nafion; 3-methyl-phenol; trifluoroacetic acid for 3h;100%
73821-97-3

N-α-tert-butyloxycarbonyl-glutamic acid, γ-cyclohexyl ester

162463-99-2

(S)-2-azido-3-hydroxypropionic acid methyl ester

940950-90-3

methyl (2S,2'S)-2-azido-3-(N-Boc-ω-cyclohexyl-glutamyloxy)propionate

Conditions
ConditionsYield
With dmap; diisopropyl-carbodiimide In dichloromethane at 0 - 20℃;99%
Stage #1: N-α-tert-butyloxycarbonyl-glutamic acid, γ-cyclohexyl ester With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 0.25h; Inert atmosphere;
Stage #2: (S)-2-azido-3-hydroxypropionic acid methyl ester In dichloromethane at 0 - 20℃; Inert atmosphere;
99%
73821-97-3

N-α-tert-butyloxycarbonyl-glutamic acid, γ-cyclohexyl ester

(S)-2-[(S)-2-((S)-2-{(S)-2-[(S)-2-((S)-2-Amino-4-carbamoyl-butyrylamino)-4-cyclohexyloxycarbonyl-butyrylamino]-6-benzyloxycarbonylamino-hexanoylamino}-4-carbamoyl-butyrylamino)-propionylamino]-6-benzyloxycarbonylamino-hexanoic acid benzyl ester

114855-99-1

Boc-Glu(OcHex)-Gln-Glu(OcHex)-Lys(Z)-Gln-Ala-Lys(Z)-OBzl

Conditions
ConditionsYield
With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 4℃; for 8h;96%
73821-97-3

N-α-tert-butyloxycarbonyl-glutamic acid, γ-cyclohexyl ester

H-Tfeg-Tfeg-Lys(ClZ)-OTce*HCl

266325-39-7

Boc-Glu(OcHex)-Tfeg-Tfeg-Lys(ClZ)-OTce

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 0 - 20℃; Acylation;96%
73821-97-3

N-α-tert-butyloxycarbonyl-glutamic acid, γ-cyclohexyl ester

TFA*Ser-OBn

Boc-Glu(OcHx)-Ser-OBzl

Conditions
ConditionsYield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 6h;96%
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    Product Name Boc-Glu(OcHex)-OH CAS No. 73821-97-3 Synonyms boc-L-glutamic acid 5-cyclohexyl ester Purity 98.0% min Molecular Formula C16H27NO6 Molecular Weight 329.4 App

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Chemistry

IUPAC Name: 5-Cyclohexyloxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxopentanoicacid 
Following is the structure of L-Glutamic acid,N-[(1,1-dimethylethoxy)carbonyl]-, 5-cyclohexyl ester (CAS NO.73821-97-3):
                      
Empirical Formula: C16H27NO6
Molecular Weight: 329.3887
Index of Refraction: 1.497
Molar Refractivity: 83.06 cm3
Molar Volume: 283.4 cm3
Density: 1.16 g/cm3
Flash Point: 257.8 °C
Melting point: 54-57 °C
Storage temp.: 2-8 °C
Surface Tension: 45.2 dyne/cm
Enthalpy of Vaporization: 84.48 kJ/mol
Boiling Point: 502.6 °C at 760 mmHg
Vapour Pressure of L-Glutamic acid,N-[(1,1-dimethylethoxy)carbonyl]-, 5-cyclohexyl ester (CAS NO.73821-97-3): 1.82E-11 mmHg at 25 °C
Product Categories of L-Glutamic acid,N-[(1,1-dimethylethoxy)carbonyl]-, 5-cyclohexyl ester (CAS NO.73821-97-3): Amino Acid Derivatives; Amino Acids; Glutamic acid [Glu, E]; Boc-Amino Acids and Derivative
Canonical SMILES: CC(C)(C)OC(=O)NC(CCC(=O)OC1CCCCC1)C(=O)O
InChI: InChI=1S/C16H27NO6/c1-16(2,3)23-15(21)17-12(14(19)20)9-10-13(18)22-11-7-5-4-6-8-11/h11-12H,4-10H2,1-3H3,(H,17,21)(H,19,20)
InChIKey: FDNMLANBNJDIRG-UHFFFAOYSA-N

Safety Profile

WGK Germany: 3

Specification

 L-Glutamic acid,N-[(1,1-dimethylethoxy)carbonyl]-, 5-cyclohexyl ester , its cas register number 73821-97-3. It also can be called Boc-Glu(Ochx)-OH ; Boc-L-glutamic acid 5-cyclohexyl ester ; and (2S)-5-(Cyclohexyloxy)-2-({[(2-methyl-2-propanyl)oxy]carbonyl}amino)-5-oxopentanoic acid .