Fmoc-Asn(Trt)-OH

Base Information

• Chemical Name: Fmoc-Asn(Trt)-OH
• CAS No.: 132388-59-1
• Molecular Formula: C38H32N2O5
• Molecular Weight: 596.682
• Hs Code.: 2924 29 70
• European Community (EC) Number: 603-578-8
• UNII: 5R94765WYL
• DSSTox Substance ID: DTXSID80348710
• Nikkaji Number: J956.314H
• Wikidata: Q72479013
• Mol file: 132388-59-1.mol

Synonyms:Fmoc-Asn(Trt)-OH;132388-59-1;Nalpha-Fmoc-Ngamma-trityl-L-asparagine;(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-oxo-4-(tritylamino)butanoic acid;N-Fmoc-N4-trityl-L-Asparagine;(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-oxo-4-(tritylamino)butanoic acid;MFCD00077049;SCHEMBL118112;Fmoc-Asn(Trt)-OH, ~95%;Nalpha-[(9H-Fluoren-9-ylmethoxy)carbonyl]-Ngamma-trityl-L-asparagine;N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N4-trityl-L-asparagine;L-Asparagine, N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-(triphenylmethyl)-;N2-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N-(triphenylmethyl)-L-asparagine;PubChem9947;AC1LD09H;Fmoc-N'-trityl-L-asparagine;(2S)-2-([[(9H-Fluoren-9-yl)methoxy]carbonyl]amino)-3-[(triphenylmethyl)carbamoyl]propanoic acid;(2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-[(triphenylmethyl)carbamoyl]propanoic acid;AmbotzFAA1015;ST029446;Fmoc-L-Asn(Trt)-OH;N-(9-Fluorenyl methoxy carbonyl)-N-trityl-L-asparagine;DTXSID80348710;N2-Fmoc-N4-trityl-L-asparagine;5R94765WYL;AKOS015924190;AKOS015950649;CS-W002327;FD21153;(2S)-2-[(fluoren-9-ylmethoxy)carbonylamino]-3-[N-(triphenylmethyl)carbamoyl]pr opanoic acid;N-Alpha-Fmoc-N-beta-trityl-L-asparagine;AC-11089;AS-12974;BP-20376;F0508;EN300-96396;M03352;J-006492;J-300051;Fmoc-Asn(Trt)-OH, >=97.0% (sum of enantiomers, HPLC);Nalpha-(9-Fluorenylmethoxycarbonyl)-Ngamma-trityl-L-asparagine;N-alpha-(9-Fluorenylmethyloxycarbonyl)-N-beta-trityl-L-asparagine;(S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-oxo-4-(tritylamino)butanoic acid;2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-oxo-4-(tritylamino)butanoic acid, (2S)-

Chemical Property of Fmoc-Asn(Trt)-OH

Chemical Property:

• Appearance/Colour: White to off white free flowing powder
• Vapor Pressure: 2.26E-31mmHg at 25°C
• Melting Point: 201-204 °C(lit.)
• Refractive Index: -19 ° (C=1, DMF)
• Boiling Point: 858.1 °C at 760 mmHg
• PKA: 3.79±0.10(Predicted)
• Flash Point: 472.8 °C
• PSA: 104.73000
• Density: 1.271 g/cm³
• LogP: 7.25850
• Storage Temp.: 2-8°C
• Solubility.: <0.00005g/l
• XLogP3: 6.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 11
• Exact Mass: 596.23112213
• Heavy Atom Count: 45
• Complexity: 931

Purity/Quality:

≥98%,≥99%, ^*data from raw suppliers

Fmoc-Asn(Trt)-OH ^*data from reagent suppliers

Safty Information:

• Statements: 53
• Safety Statements: 24/25-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)NC(=O)CC(C(=O)O)NC(=O)OCC4C5=CC=CC=C5C6=CC=CC=C46
• Isomeric SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)NC(=O)C[C@@H](C(=O)O)NC(=O)OCC4C5=CC=CC=C5C6=CC=CC=C46
• Uses: Fmoc-Asn(Trt)-OH, is an amino acid derivative used in chemical synthesis and peptide chemistry.

Technology Process of Fmoc-Asn(Trt)-OH

There total 8 articles about Fmoc-Asn(Trt)-OH which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

aqueous potassium bisulfate + H-Asn(Trt)-OH.0.5 H2 O + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → L-Asn(Trt) (132388-59-1)

Guidance literature:

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

Reference yield:

triphenylmethyl alcohol (76-84-6) + Fmoc-Asn-OH (71989-16-7) + 1,2-dichloro-ethane (107-06-2,52399-93-6) → L-Asn(Trt) (132388-59-1)

Guidance literature:

With sulfuric acid; acetic anhydride; In tetrahydrofuran; methanol; di-isopropyl ether; water; acetic acid; ethyl acetate;

Reference yield:

triphenylmethyl alcohol (76-84-6) → L-Asn(Trt) (132388-59-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / acetic anhydride, conc.H₂SO₄ / acetic acid / 1.25 h / 60 °C

With sulfuric acid; acetic anhydride; In acetic acid;

DOI:10.1016/S0040-4039(00)74872-6

upstream raw materials:

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

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

triphenylmethyl alcohol

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

Downstream raw materials:

Fmoc-Asn(Trt)-ODhbt

Fmoc-L-Asn(Trt)-L-threo-HAsn(Trt)-OBn

H-Phe-Asn-{Ser(Bn)-Leu}-Ala-Ile-Pro-OH

H-Pro-Phe-Asn-{Ser(Bn)-Leu}-Ala-Ile-OH

Refernces

• 1、 Goldschmidt G?z, Viktória,Nagy, Adrienn,Farkas, Viktor,Keszei, Ern?,Perczel, András. "Unwanted hydrolysis or α/β-peptide bond formation: How long should the rate-limiting coupling step take?". . p. 30720 - 30728. Retrieved 2019.
• 2、 -. "Derivates of Polyethylene Glycol Modified Thymosin Alpha 1". . . Retrieved 2010/08/07.