Fmoc-L-Dapa-OH

Base Information

• Chemical Name: Fmoc-L-Dapa-OH
• CAS No.: 181954-34-7
• Molecular Formula: C18H18N2O4
• Molecular Weight: 326.352
• Hs Code.: 29242990
• Mol file: 181954-34-7.mol

Synonyms:Fmoc-L-Dapa-OH;(S)-2-(((9H-Fluoren-9-yl)methoxy)carbonylamino)-3-minopropanoic acid;

Chemical Property of Fmoc-L-Dapa-OH

Chemical Property:

• Vapor Pressure: 2.85E-14mmHg at 25°C
• Refractive Index: 1.628
• Boiling Point: 579.5 °C at 760 mmHg
• PKA: 2.77±0.16(Predicted)
• Flash Point: 304.3 °C
• PSA: 101.65000
• Density: 1.324 g/cm³
• LogP: 3.02820
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-alpha-Fmoc-L-2,3-diaminopropionic acid, ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Fmoc-L-Dapa-OH

There total 6 articles about Fmoc-L-Dapa-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: 100.0%

N-α-tert-butoxycarbonyl-N-β-(9-fluorenylmethoxycarbonyl)-L-diaminopropionic acid (162558-25-0) → 3-amino-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine (181954-34-7)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 45 ℃; for 1.5h;

DOI:10.3390/ph13100284

Reference yield: 92.0%

(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-azidopropanoic acid (684270-46-0) → 3-amino-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine (181954-34-7)

Guidance literature:

With Rh/Al₂O₃; hydrogen; acetic acid; In methanol; at 20 ℃; for 5h; under 760.051 Torr; chemoselective reaction;

DOI:10.1016/j.carres.2020.107948

Reference yield: 86.0%

Fmoc-Asn-OH (71989-16-7) → 3-amino-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine (181954-34-7)

Guidance literature:

With pyridine; bis-[(trifluoroacetoxy)iodo]benzene; In water; N,N-dimethyl-formamide; at 20 ℃; for 18h;

DOI:10.1002/cbic.201800170

upstream raw materials:

Fmoc-Asn-OH

N-α-tert-butoxycarbonyl-N-β-(9-fluorenylmethoxycarbonyl)-L-diaminopropionic acid

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

(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-azidopropanoic acid

Downstream raw materials:

N-α-tert-butoxycarbonyl-N-β-(9-fluorenylmethoxycarbonyl)-L-diaminopropionic acid

α-N-Fmoc-β-dde-diaminopropionic acid

(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-acetamidopropanoic acid

Refernces

• 1、 Tulla-Puche, Judit,Auriemma, Sara,Falciani, Chiara,Albericio, Fernando. "Orthogonal chemistry for the synthesis of thiocoraline-triostin hybrids. Exploring their structure-activity relationship". . p. 5587 - 5600. Retrieved 2013.
• 2、 Kriegelsteinová, Patricia,Lemrová, Barbora,Ru?ilová, Veronika,Soural, Miroslav. "Copper-Free Solid-Phase Synthesis of Triazolo[1,5-a][1,4]diazepin-6-ones". . p. 1112 - 1119. Retrieved 2021/01/04.
• 3、 de Andrade, Peterson,Mantoani, Susimaire P.,Gon?alves Nunes, Paulo Sérgio,Magadán, Carlos Roca,Pérez, Concepción,Xavier, Danilo Jord?o,Hojo, Elza Tiemi Sakamoto,Campillo, Nuria E.,Martínez, Ana,Carvalho, Ivone. "Highly potent and selective aryl-1,2,3-triazolyl benzylpiperidine inhibitors toward butyrylcholinesterase in Alzheimer's disease". . p. 931 - 943. Retrieved 2019/02/14.