Fmoc-gly-osu

Base Information

• Chemical Name: Fmoc-gly-osu
• CAS No.: 113484-74-5
• Molecular Formula: C21H18N2O6
• Molecular Weight: 394.384
• European Community (EC) Number: 887-361-5
• DSSTox Substance ID: DTXSID50460014
• Nikkaji Number: J1.580.512I
• Mol file: 113484-74-5.mol

Synonyms:FMOC-GLY-OSU;113484-74-5;(2,5-dioxopyrrolidin-1-yl) 2-(9H-fluoren-9-ylmethoxycarbonylamino)acetate;MFCD00065651;Glycine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, 2,5-dioxo-1-pyrrolidinyl ester;Fmoc-glycine N-hydroxysuccinimide ester;SCHEMBL10661146;DTXSID50460014;Fmoc-glycine hydroxysuccinimide ester;AKOS015855268;FD21646;AS-17790;N-Fmoc-glycine N-Hydroxysuccinimide Ester;SY058464;CS-0145513;FT-0626502;A851085;J-002970;N-alpha-(9-Fluorenylmethyloxycarbonyl)glycine succinimidyl ester;2,5-dioxopyrrolidin-1-yl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)acetate;glycine,n-((9h-fluoren-9-ylmethoxy)carbonyl)-,2,5-dioxo-1-pyrrolidinyl ester;N-[(9H-Fluoren-9-ylmethoxy)carbonyl]glycine 2,5-dioxo-1-pyrrolidinyl ester;N-Fluorenylmethyloxycarbonylglycine N-hydroxysuccinimide ester

Chemical Property of Fmoc-gly-osu

Chemical Property:

• Melting Point: 173-175 °C(Solv: ethanol (64-17-5); hexane (110-54-3))
• Refractive Index: 1.657
• PKA: 9.88±0.46(Predicted)
• PSA: 102.01000
• Density: 1.44 g/cm³
• LogP: 2.46110
• Storage Temp.: -15°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 394.11648630
• Heavy Atom Count: 29
• Complexity: 642

Purity/Quality:

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

Fmoc-gly-osu ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)N(C1=O)OC(=O)CNC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24

Technology Process of Fmoc-gly-osu

There total 1 articles about Fmoc-gly-osu 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: 73.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + N-(fluoren-9-ylmethoxycarbonyl)glycine (29022-11-5) → 2,5-dioxopyrrolidin-1-yl N-[(9H-fluoren-9-ylmethoxy)carbonyl]glycinate (113484-74-5)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; at 0 ℃; for 20h;

DOI:10.1002/jps.2600830715

Reference yield: 90.0%

glycine (56-40-6,18875-39-3,25718-94-9) + 2,5-dioxopyrrolidin-1-yl N-[(9H-fluoren-9-ylmethoxy)carbonyl]glycinate (113484-74-5) → 2-[2-{({(9H-fluoren-9-yl)methoxy}carbonyl)amino}acetamido]acetic acid (35665-38-4)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; 1,2-dimethoxyethane; water; for 20h;

Reference yield: 82.0%

L-glutamic acid 5-tert-butyl ester (2419-56-9) + 2,5-dioxopyrrolidin-1-yl N-[(9H-fluoren-9-ylmethoxy)carbonyl]glycinate (113484-74-5) → (S)-2-(2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)acetamido)-5-(tert-butoxy)-5-oxopentanoic acid

Guidance literature:

With sodium hydrogencarbonate; In 1,4-dioxane; water; at 20 ℃;

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

N-(fluoren-9-ylmethoxycarbonyl)glycine

Downstream raw materials:

2-[2-{({(9H-fluoren-9-yl)methoxy}carbonyl)amino}acetamido]acetic acid

(R)-1-(3-(4-(N-(4-(4-(3-(2-(4-chlorophenyl)-1-isopropyl-5-methyl-4-(methylsulfonyl)-1H-pyrrol-3-yl)-5-fluorophenyl)piperazin-1-yl)phenyl)sulfamoyl)-2-(trifluoromethylsulfonyl)phenylamino)-4-(phenylthio)butyl)piperidin-4-yl 2-aminoacetate

Refernces

• 1、 Gunawan, Yuliana F.,Liu, Gongyuan,Tse, Man-Kit,Yao, Houzong,Zhu, Guangyu. "Optimization of axial ligands to promote the photoactivation of BODIPY-conjugated platinum(iv) anticancer prodrugs". . p. 13737 - 13747. Retrieved 2021/10/19.
• 2、 Yang, Jinhua,Wang, Changliu,Xu, Silin,Zhao, Junfeng. "Ynamide-Mediated Thiopeptide Synthesis". supporting information. p. 1382 - 1386. Retrieved 2019/01/08.