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ChemicalBook--->CAS DataBase List--->132388-59-1

132388-59-1

132388-59-1 Structure

132388-59-1 Structure
IdentificationMore
[Name]

Fmoc-N-trityl-L-asparagine
[CAS]

132388-59-1
[Synonyms]

FMOC-ASN(TRT)
FMOC-ASN(TRT)-OH
FMOC-ASN(XAN)-OH
FMOC-ASPARAGINE(TRT)
FMOC-L-ASN(TRITYL)
FMOC-L-ASN(TRT)-OH
FMOC-L-ASPARAGINE(TRITYL)
FMOC-L-ASPARAGINE (TRT)
FMOC-L-ASPARGINE(TRITYL)
FMOC-N-BETA-TRITYL-L-ASPARAGINE
FMOC-N-GAMMA-TRITYL-L-ASPARAGINE
FMOC-N-GAMMA-XANTHYL-L-ASPARAGINE
FMOC-NG-TRITYL-L-ASPARAGINE
FMOC-N-TRITYL-L-ASPARAGINE
N-(9-FLUORENYL METHOXY CARBONYL)-N-TRITYL-L-ASPARAGINE
N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-N-BETA-TRITYL-L-ASPARAGINE
N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-N-BETA-XANTHYL-L-ASPARAGINE
N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-N-GAMMA-TRITYL-L-ASPARAGINE
N-ALPHA-9-FLUORENYLMETHOXYCARBONYL-N-OMEGA-TRITYL-L-ASPARAGINE
NALPHA-(9-FLUORENYLMETHOXYCARBONYL)-NR-TRITYL-L-ASPARAGINE
[Molecular Formula]

C38H32N2O5
[MDL Number]

MFCD00077049
[Molecular Weight]

596.67
[MOL File]

132388-59-1.mol
Chemical PropertiesBack Directory
[Appearance]

white crystal powde
[Melting point ]

201-204 °C(lit.)
[alpha ]

-16 º (c=1, MeOH)
[Boiling point ]

858.1±65.0 °C(Predicted)
[density ]

1.271±0.06 g/cm3(Predicted)
[refractive index ]

-19 ° (C=1, DMF)
[storage temp. ]

2-8°C
[solubility ]

<0.00005g/l
[form ]

powder to crystal
[pka]

3.79±0.10(Predicted)
[color ]

White to Almost white
[optical activity]

[α]20/D 15.0±1°, c = 1% in methanol
[Water Solubility ]

<0.00005g/L
[Detection Methods]

T,NMR,Rotation
[BRN ]

4343823
[InChIKey]

KJYAFJQCGPUXJY-UUWRZZSWSA-N
[SMILES]

C(O)(=O)[C@H](CC(N)=O)N(C(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O)C(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1
[CAS DataBase Reference]

132388-59-1(CAS DataBase Reference)
Safety DataBack Directory
[Risk Statements ]

53
[Safety Statements ]

S24/25:Avoid contact with skin and eyes .
[RIDADR ]

UN 3077 9 / PGIII
[WGK Germany ]

2
[F ]

3-10
[HazardClass ]

IRRITANT
[HS Code ]

29242990
[Toxicity]

LD50 orally in Rabbit: > 2000 mg/kg
Raw materials And Preparation ProductsBack Directory
[Raw materials]

N-Acetyl-L-asparagine
[Preparation Products]

N'-Trityl-L-asparagine-->Nalpha-FMOC-L-Asparagine
Hazard InformationBack Directory
[Description]

Fmoc-Asn(Trt)-OH prevents the possibility of the amide side chain from undergoing dehydration side reactions during activation, especially with carbodiimide reagents. Fmoc-Asn(Trt)-OH dissolves readily in all standard peptide synthesis reagents, while Fmoc-Asn-OH is only somewhat soluble in NMP or DMF. The trityl group is removed with TFA. This reaction is usually complete within 1 hour at room temperature, but is slower when the Asn(Trt) residue in at the N-terminal of the peptide. In these cases, the deprotection reaction should be extended to 2 hours.
[Chemical Properties]

white crystal powde
[Uses]

Fmoc-Asn(Trt)-OH, is an amino acid derivative used in chemical synthesis and peptide chemistry.
[Preparation]

Synthesis of Fmoc-Asn(Trt)-OH:
Step 1: Crystallization to form N'-Trityl-L-asparagine crystals.
Step 2: Centrifugation to extract N'-Trityl-L-asparagine crystals.
Step 3: Washing to remove residual starting materials in the synthesis.
Step 4: Extraction to obtain N-Acetyl-L-asparagine.
Step 5: Centrifugation to extract N'-Trityl-L-asparagine.
Step 6: Drying to obtain the final product.
This synthesis method effectively removes residual synthetic materials such as trifluoroacetic acid, maleic anhydride, and epichlorohydrin, which are similar in chemical properties to N-Acetyl-L-asparagine, from the product during the production process. The purification method is simple and the product obtained has high purity.
[reaction suitability]

reaction type: Fmoc solid-phase peptide synthesis
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

132388-59-1(sigmaaldrich)
[TCI AMERICA]

Nalpha-[(9H-Fluoren-9-ylmethoxy)carbonyl]-Ngamma-trityl-L-asparagine,>98.0%(LC)(T)(132388-59-1)
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