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132388-59-1

Basic Information
CAS No.: 132388-59-1
Name: Fmoc-N-trityl-L-asparagine
Article Data: 7
Molecular Structure:
Molecular Structure of 132388-59-1 (Fmoc-N-trityl-L-asparagine)
Formula: C38H32N2O5
Molecular Weight: 596.682
Synonyms: (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(tritylcarbamoyl)propanoate;Nalpha-(9-Fluorenylmethoxycarbonyl)-Ngamma-trityl-L-asparagine;Fmoc-Asn(Trt)-OH;
Density: 1.271 g/cm3
Melting Point: 201-204 °C(lit.)
Boiling Point: 858.1 °C at 760 mmHg
Flash Point: 472.8 °C
Appearance: White to off white free flowing powder
Risk Codes: 53
Safety: 24/25
PSA: 104.73000
LogP: 7.25850
Synthetic route
82911-69-1

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

132388-58-0

(S)-2-Amino-N-trityl-succinamic acid

132388-59-1

L-Asn(Trt)

Fmoc-Asn(TrT)-F

132388-59-1

L-Asn(Trt)

Conditions
ConditionsYield
With water In N,N-dimethyl-formamide for 24h; Product distribution; Ambient temperature; effect of water content on stability of various Fmoc-amino acid fluorides;
76-84-6

triphenylmethyl alcohol

132388-59-1

L-Asn(Trt)

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 75 percent / acetic anhydride, conc.H2SO4 / acetic acid / 1.25 h / 60 °C
View Scheme
Multi-step reaction with 3 steps
1: acetic anhydride, conc.H2SO4 / acetic acid / 1 h / 50 °C
2: H2 / Pd-C
View Scheme
132388-57-9

N-benzyloxycarbonyl-N'-trityl-L-asparagine

132388-59-1

L-Asn(Trt)

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: H2 / Pd-C
View Scheme
76-84-6

triphenylmethyl alcohol

71989-16-7

Fmoc-Asn-OH

107-06-2

1,2-dichloro-ethane

132388-59-1

L-Asn(Trt)

Conditions
ConditionsYield
With sulfuric acid; acetic anhydride In tetrahydrofuran; methanol; di-isopropyl ether; water; acetic acid; ethyl acetate
aqueous potassium bisulfate

aqueous potassium bisulfate

H-Asn(Trt)-OH.0.5 H2 O

H-Asn(Trt)-OH.0.5 H2 O

82911-69-1

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

132388-59-1

L-Asn(Trt)

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran; di-isopropyl ether; water; ethyl acetate

Fmoc-Asn(Trt)-OBt

A

132388-59-1

L-Asn(Trt)

B

2592-95-2

benzotriazol-1-ol

Conditions
ConditionsYield
With water for 6h; Kinetics;
1258442-46-4

C119H188N12O14S

132388-59-1

L-Asn(Trt)

1258442-38-4

C157H218N14O18S

Conditions
ConditionsYield
With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃;100%
5068-20-2

(4-(hydroxymethyl)phenyl)diphenylphosphine oxide

132388-59-1

L-Asn(Trt)

C57H47N2O6P

Conditions
ConditionsYield
Stage #1: (4-(hydroxymethyl)phenyl)diphenylphosphine oxide; L-Asn(Trt) With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0℃; for 0.166667h;
Stage #2: With dmap In dichloromethane at 20℃; for 2h;
99%
132388-59-1

L-Asn(Trt)

74-88-4

methyl iodide

methyl (S)-2-((9H-fluoren-9-yl)methoxycarbonylamino)-4-oxo-4-(tritylamino)butanoate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 0 - 20℃; for 1h;99%
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  • FMOC-N-TRITYL-L-ASPARAGINE

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    FMOC-N-TRITYL-L-ASPARAGINE

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  • Fmoc-N-trityl-L-asparagine

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Chemistry

The Molecular Structure of Fmoc-Asn(Trt)-OH (132388-59-1):

Molecular Formula: C38H32N2O5
Molecular Weight: 596.68
Nominal Mass: 596 Da
Average Mass: 596.6711 Da
Monoisotopic Mass: 596.231122 Da 
Index of Refraction: 1.642
Molar Refractivity: 169.65 cm3
Molar Volume: 469.4 cm3
Surface Tension: 56.5 dyne/cm
Density: 1.271 g/cm3
Flash Point: 472.8 °C
Enthalpy of Vaporization: 130.66 kJ/mol
Boiling Point: 858.1 °C at 760 mmHg
Melting point: 205 oC
Vapour Pressure: 2.26E-31 mmHg at 25°C 
Appearance: white crystal powder
Product Categories: Protected Amino Acids;Fluorenes, Flurenones;Amino Acids;Asparagine [Asn, N];Fmoc-Amino Acids and Derivatives;Amino Acids (N-Protected);Biochemistry;Fmoc-Amino Acids;Fmoc-Amino acid series
IUPAC Name: (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-oxo-4-(tritylamino)butanoate   

Uses

 Fmoc-Asn(Trt)-OH (132388-59-1) (CAS NO.132388-59-1) can be used as pharmaceutical intermediates.

Safety Profile

Safety Statements: 24/25 
S24/25: Avoid contact with skin and eyes
WGK Germany: 2
F: 3-10 
F3: Hygroscopic
F 10: Keep under argon
HazardClass: IRRITANT

Specification

 Fmoc-Asn(Trt)-OH (132388-59-1) (CAS NO.132388-59-1) is also called as N-fmoc-l-asn(trt)-oh ; N-(9-fluorenyl methoxy carbonyl)-n-trityl-l-asparagine ; N-alpha-[(9h-fluoren-9-ylmethoxy)carbonyl]-n-gamma-trityl-l-asparagine ; N-alpha-(9-fluorenylmethyloxycarbonyl)-n-beta-trityl-l-asparagine ; N-alpha-9-fluorenylmethoxycarbonyl-n-omega-trityl-l-asparagine ; Nalpha-(9-fluorenylmethoxycarbonyl)-nr-trityl-l-asparagine ; N-alpha-(9-fluorenylmethoxycarbonyl)-n-beta-trityl-l-asparagine ; Nalpha-(9-Fluorenylmethoxycarbonyl)-Ngamma-trityl-L-asparagine ; Fmoc-N-trityl-L-asparagine .