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Name	Boc-L-glutamic acid 5-cyclohexyl ester	EINECS	N/A
CAS No.	73821-97-3	Density	1.16 g/cm³
PSA	101.93000	LogP	3.01130
Solubility	N/A	Melting Point	54-57 °C
Formula	C₁₆H₂₇NO₆	Boiling Point	502.6 °C at 760 mmHg
Molecular Weight	329.393	Flash Point	257.8 °C
Transport Information	N/A	Appearance	white powder
Safety		Risk Codes	N/A
Molecular Structure		Hazard Symbols	N/A
Synonyms	N-tert-Butoxycarbonyl-L-glutamicacid g-cyclohexyl ester;N-tert-Butyloxycarbonyl-L-glutamic acid g-cyclohexyl ester;Boc-Glu(OcHex)-OH;	Article Data	2

Boc-L-glutamic acid 5-cyclohexyl ester 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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 6h;	96%

Boc-L-glutamic acid 5-cyclohexyl ester Chemical Properties

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

Boc-L-glutamic acid 5-cyclohexyl ester Safety Profile

WGK Germany: 3

Boc-L-glutamic acid 5-cyclohexyl ester 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 .

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