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N-Fmoc-N'-Boc-L-2,4-diaminobutyric acid
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Name

N-Fmoc-N'-Boc-L-2,4-diaminobutyric acid

 EINECS 1533716-785-6
CAS No. 125238-99-5 Density 1.243 g/cm3
PSA 113.96000 LogP 4.67490
Solubility Slightly soluble in water. Melting Point 111-113℃
Formula C24H28N2O6 Boiling Point 670.9 °C at 760 mmHg
Molecular Weight 440.496 Flash Point 359.6 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 125238-99-5 (FMOC-DAB(BOC)-OH) Hazard Symbols IrritantXi
Synonyms

Butanoicacid, 4-[[(1,1-dimethylethoxy)carbonyl]amino]-2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-,(S)-;(S)-2-[[(9-Fluorenylmethoxy)carbonyl]amino]-4-(tert-butoxycarbonylamino)butanoicacid;(S)-4-[(tert-Butoxycarbonyl)amino]-2-[[[(9H-fluoren-9-yl)methoxy]carbonyl]amino]butanoicacid;

Article Data 4

N-Fmoc-N'-Boc-L-2,4-diaminobutyric acid Synthetic route

24424-99-5

di-tert-butyl dicarbonate

161420-87-7

Nα-(9-fluorenylmethoxycarbonyl)-L-2,4-diaminobutyric acid

125238-99-5

(S)-4-tert-butoxycarbonylamino-2-(9H-fluoren-9-ylmethoxycarbonylamino)butyric acid

Conditions
ConditionsYield
With sodium hydroxide In water; acetone at 0 - 10℃; for 4h; pH=7.5 - 8; pH-value;86.62%
With triethylamine In water; dimethyl sulfoxide74.2%
With sodium hydrogencarbonate In water; acetonitrile for 6h; Yield given;

(S)-(3-fluoren-9-yl-9-methoxycarbonyl)-4-[2-(tert-butyloxycarbonylamino)ethyl]-5-oxazolidinone

125238-99-5

(S)-4-tert-butoxycarbonylamino-2-(9H-fluoren-9-ylmethoxycarbonylamino)butyric acid

Conditions
ConditionsYield
With lithium hydroxide In tetrahydrofuran at 20℃;73%
918428-66-7

9H-9-fluorenylmethyl (4S)-4-(3-azido-2-oxopropyl)-5-oxo-1,3-oxazolone-3-carboxylate

125238-99-5

(S)-4-tert-butoxycarbonylamino-2-(9H-fluoren-9-ylmethoxycarbonylamino)butyric acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 88 percent / toluene / 0.25 h / microwave irradiation
2: 73 percent / LiOH / tetrahydrofuran / 20 °C
View Scheme
159530-17-3

Nα-Fmoc-Glu-5-oxazolidinone

125238-99-5

(S)-4-tert-butoxycarbonylamino-2-(9H-fluoren-9-ylmethoxycarbonylamino)butyric acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 94 percent / N-methylmorpholine; IBC-Cl; NaN3 / tetrahydrofuran / 0.5 h / -10 °C
2: 88 percent / toluene / 0.25 h / microwave irradiation
3: 73 percent / LiOH / tetrahydrofuran / 20 °C
View Scheme
71989-20-3

N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-glutamine

Fmoc-Ala

Fmoc-Ala

125238-99-5

(S)-4-tert-butoxycarbonylamino-2-(9H-fluoren-9-ylmethoxycarbonylamino)butyric acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 88.9 percent / I,I-bis(trifluoroacetoxy)iodobenzene; H2O / dimethylsulfoxide / 20 h
2: 74.2 percent / triethylamine / H2O; dimethylsulfoxide
View Scheme
71989-20-3

N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-glutamine

125238-99-5

(S)-4-tert-butoxycarbonylamino-2-(9H-fluoren-9-ylmethoxycarbonylamino)butyric acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine; bis-[(trifluoroacetoxy)iodo]benzene / 1.) CH3CN, H2O, 60 deg C, 2.) CH3CN, H2O, 60 deg C, 5 h
2: sodium hydrogencarbonate / water; acetonitrile / 6 h
View Scheme
186581-53-3, 908094-01-9

diazomethane

125238-99-5

(S)-4-tert-butoxycarbonylamino-2-(9H-fluoren-9-ylmethoxycarbonylamino)butyric acid

125218-68-0

Fmoc-L-Dbu(Boc)-OCH3

Conditions
ConditionsYield
In diethyl ether for 0.166667h; Methylation;100%
125238-99-5

(S)-4-tert-butoxycarbonylamino-2-(9H-fluoren-9-ylmethoxycarbonylamino)butyric acid

100-46-9

benzylamine

316152-95-1

(9H-fluoren-9-yl)methyl tert-butyl (4-(benzylamino)-4-oxobutane-1,3-diyl)(S)-dicarbamate

Conditions
ConditionsYield
With benzotriazol-1-ol; diisopropyl-carbodiimide In DMF (N,N-dimethyl-formamide); dichloromethane at 35℃;100%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 2h; Inert atmosphere;98%
Stage #1: (S)-4-tert-butoxycarbonylamino-2-(9H-fluoren-9-ylmethoxycarbonylamino)butyric acid With benzotriazol-1-ol; diisopropyl-carbodiimide In dichloromethane; N,N-dimethyl-formamide for 0.0833333h;
Stage #2: benzylamine In dichloromethane; N,N-dimethyl-formamide at 35℃;		98%
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In acetonitrile at 20℃; for 3h;14.4 g
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In acetonitrile at 20℃; for 2.5h;
65864-22-4

(S)-2-amino-3-phenylpropionamide hydrochloride

125238-99-5

(S)-4-tert-butoxycarbonylamino-2-(9H-fluoren-9-ylmethoxycarbonylamino)butyric acid

849948-77-2

(1'S, 2S)-4-(N-Boc-amino)-N'-(1'-carbamoyl-2'-phenylethyl)-2-(N''-Fmoc-amino)butanamide

Conditions
ConditionsYield
With benzotriazol-1-ol; triethylamine; diisopropyl-carbodiimide In DMF (N,N-dimethyl-formamide); dichloromethane100%
With benzotriazol-1-ol; triethylamine; diisopropyl-carbodiimide In dichloromethane; N,N-dimethyl-formamide for 16h;
125238-99-5

(S)-4-tert-butoxycarbonylamino-2-(9H-fluoren-9-ylmethoxycarbonylamino)butyric acid

13078-79-0

2-(3-chlorophenyl)ethylamine

849948-71-6

4-(N-Boc-amino)-N'-2-(3-chlorophenyl)ethyl-(S)-2-(N''-Fmoc-amino)butanamide

Conditions
ConditionsYield
With benzotriazol-1-ol; diisopropyl-carbodiimide In DMF (N,N-dimethyl-formamide); dichloromethane at 35℃;100%

N-Fmoc-N'-Boc-L-2,4-diaminobutyric acid Chemical Properties

Product Name: N-Fmoc-N'-Boc-L-2,4-diaminobutyric acid
Molecular Structure:

Molecular Formula: C24H28N2O6
Molecular Weight: 440.4889
Synonyms of N-Fmoc-N'-Boc-L-2,4-diaminobutyric acid (CAS NO.125238-99-5): Rarechem em wb 0101 ; N-2-(9-fluorenylmethoxycarbonyl)-n-4-t-butoxycarbonyl-l-2,4-diaminobutyric acid ; Nalpha-fmoc-ngamma-boc-l-2,4-diaminobutyric acid ; N-Alpha-fmoc-n-gamma-boc-l-diaminobutyric acid ; N-Alpha-fmoc-n-gamma-t-boc-l-alpha,gamma-diaminobutyric acid ; N-Alpha-fmoc-n-gamma-t-boc-l-diaminobutanoic acid ; N-Alpha-fmoc-n-gamma-t-butyloxycarbonyl-(s)-2,4-diaminobutyric acid ; N-Alpha-(9-fluorenylmethyloxycarbonyl)-n-gamma-t-butyloxycarbonyl-l-2,4-diaminobutyric acid
CAS NO: 125238-99-5
Classification Code: Unusual amino acids ; Amino Acids ; amino acid 
Index of Refraction: 1.575
Molar Refractivity: 117.04 cm3
Molar Volume: 354.1 cm3
Surface Tension: 51.4 dyne/cm
Density: 1.243 g/cm3
Flash Point: 359.6 °C
Enthalpy of Vaporization: 103.56 kJ/mol
Boiling Point: 670.9 °C at 760 mmHg
Vapour Pressure of N-Fmoc-N'-Boc-L-2,4-diaminobutyric acid (CAS NO.125238-99-5): 6.47E-19 mmHg at 25°C

N-Fmoc-N'-Boc-L-2,4-diaminobutyric acid Safety Profile

Hazard Codes of N-Fmoc-N'-Boc-L-2,4-diaminobutyric acid (CAS NO.125238-99-5): IrritantXi
WGK Germany: 3
F: 10
HazardClass: IRRITANT

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