Fmoc-Gly-OH

Base Information

• Chemical Name: Fmoc-Gly-OH
• CAS No.: 29022-11-5
• Molecular Formula: C17H15NO4
• Molecular Weight: 297.31
• Hs Code.: 29242995
• European Community (EC) Number: 249-373-3
• NSC Number: 334288
• UNII: T5AMN9BP5V
• DSSTox Substance ID: DTXSID60183262
• Nikkaji Number: J248.076J
• Wikidata: Q72478429
• Mol file: 29022-11-5.mol

Synonyms:Fmoc-glycine;N-(9H-(fluoren-9-ylmethoxy)carbonyl)glycine;NPC 14692;NPC-14692

Chemical Property of Fmoc-Gly-OH

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 9.69E-13mmHg at 25°C
• Melting Point: 174-178 °C
• Refractive Index: 1.4500 (estimate)
• Boiling Point: 545.7 °C at 760 mmHg
• PKA: 3.89±0.10(Predicted)
• Flash Point: 283.8 °C
• PSA: 75.63000
• Density: 1.316 g/cm³
• LogP: 3.00060
• Storage Temp.: 2-8°C
• Solubility.: almost transparency in Methanol
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 297.10010796
• Heavy Atom Count: 22
• Complexity: 403

Purity/Quality:

99%, ^*data from raw suppliers

N-Fmoc-glycine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Polycyclic Aromatic Hydrocarbons
• Canonical SMILES: C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NCC(=O)O
• Uses: N-Fmoc-glycine is an N-Fmoc-protected form of Glycine (G615990). Glycine is a nonessential amino acid that acts as an inhibitory neyrotransmitter in the vertebrate central nervous system. Glycine also posesses cytoprotective against oxidant damage in the kidney.

Technology Process of Fmoc-Gly-OH

There total 45 articles about Fmoc-Gly-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: 97.0%

4-((tert-butyldimethylsilyl)oxy)benzyl (((9H-fluoren-9-yl)methoxy)carbonyl)glycinate → N-(fluoren-9-ylmethoxycarbonyl)glycine (29022-11-5)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.0833333h; Reagent/catalyst;

DOI:10.1016/j.tetlet.2019.05.039

Reference yield: 96.0%

glycine (56-40-6,18875-39-3,25718-94-9) → N-(fluoren-9-ylmethoxycarbonyl)glycine (29022-11-5)

Guidance literature:

With potassium carbonate; In acetone; at 20 ℃; for 24h;

DOI:10.1016/S0040-4039(01)01615-X

Reference yield: 96.0%

9-fluorenylmethyl 4,6-dimethoxy-1,3,5-triazinyl carbonate (909114-66-5) + glycine (56-40-6,18875-39-3,25718-94-9) → N-(fluoren-9-ylmethoxycarbonyl)glycine (29022-11-5)

Guidance literature:

With sodium carbonate; In acetonitrile; at 20 ℃; for 0.333333h;

DOI:10.1055/s-2006-942389

upstream raw materials:

(fluorenylmethoxy)carbonyl chloride

glycine

3-(9-Fluorenylmethoxycarbonyl)-benzothiazoline-2-thione

(9-fluorenyl)methyl pentafluorophenyl carbonate

Downstream raw materials:

Fmoc-Gly-ONp

Fmoc-Gly-OPfp

Ava-Phe-Phe-Gly-Leu-Met-NH₂

Ac-Tyr(t-Bu)-Gly-Gly-NHMe

Refernces

• 1、 Kumar, Ashish,Sharma, Anamika,Haimov, Elvira,El-Faham, Ayman,De La Torre, Beatriz G.,Albericio, Fernando. "Fmoc-Amox, A Suitable Reagent for the Introduction of Fmoc". . p. 1533 - 1541. Retrieved 2017.
• 2、 Khattab, Sherine N.,Subiros-Funosas, Ramon,El-Faham, Ayman,Albericio, Fernando. "Oxime carbonates: Novel reagents for the introduction of fmoc and alloc protecting groups, free of side reactions". . p. 3275 - 3280. Retrieved 2010.
• 3、 -. "Dihydroartemisinin and steroid conjugates, and preparation method and application thereof". Paragraph 0098-0102. . Retrieved 2019/11/20.
• 4、 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 2019/10/28.