Glycine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-(2-methylpropyl)-

Base Information

• Chemical Name: Glycine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-(2-methylpropyl)-
• CAS No.: 141743-14-8
• Molecular Formula: C21H23NO4
• Molecular Weight: 353.418
• DSSTox Substance ID: DTXSID30471209
• Wikidata: Q82299663
• Mol file: 141743-14-8.mol

Synonyms:141743-14-8;Glycine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-(2-methylpropyl)-;n-fmoc-n-(2-methylpropyl)glycine;2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(isobutyl)amino)acetic acid;2-[9H-fluoren-9-ylmethoxycarbonyl(2-methylpropyl)amino]acetic acid;2-({[(9H-fluoren-9-yl)methoxy]carbonyl}(2-methylpropyl)amino)acetic acid;2-([(9H-FLUOREN-9-YLMETHOXY)CARBONYL](2-METHYLPROPYL)AMINO)ACETIC ACID;fmoc-n-isobutylglycine;Fmoc-N-(isobutyl)glycine;SCHEMBL5886737;DTXSID30471209;AEQVNDSKGYFDSR-UHFFFAOYSA-N;MFCD18351999;AKOS012712852;BS-52328;CS-0262085;EN300-81384;E70487;2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(isobutyl)amino)aceticacid

Chemical Property of Glycine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-(2-methylpropyl)-

Chemical Property:

• Boiling Point: 533.1±29.0 °C(Predicted)
• PSA: 66.84000
• Density: 1?+-.0.06 g/cm3(Predicted)
• LogP: 3.97810
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 353.16270821
• Heavy Atom Count: 26
• Complexity: 484

Purity/Quality:

98% ^*data from raw suppliers

Glycine,N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-(2-methylpropyl)- ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CN(CC(=O)O)C(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13

Technology Process of Glycine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-(2-methylpropyl)-

There total 4 articles about Glycine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-(2-methylpropyl)- 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:

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) + Sodium; isobutylamino-acetate → N-[(9H-fluoren-9-yl)methoxycarbonyl]-N-(isobutyl)glycine (141743-14-8)

Guidance literature:

With hydrogenchloride; TEA; water; In acetonitrile; for 0.5h; Yield given;

DOI:10.1002/(SICI)1521-3765(19980807)4:8<1570::AID-CHEM1570>3.0.CO;2-2

Reference yield:

N-Isobutylglycin (3182-85-2) + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → N-[(9H-fluoren-9-yl)methoxycarbonyl]-N-(isobutyl)glycine (141743-14-8)

Guidance literature:

In 1,4-dioxane; at 20 ℃; for 1h; pH=9;

DOI:10.5012/bkcs.2014.35.11.3267

Reference yield:

N-isobutylglycine ethyl ester (3182-87-4) → N-[(9H-fluoren-9-yl)methoxycarbonyl]-N-(isobutyl)glycine (141743-14-8)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOH, H₂O / dioxane; methanol / 0.5 h / Ambient temperature

2: HCl, H₂O, TEA / acetonitrile / 0.5 h

With hydrogenchloride; sodium hydroxide; TEA; water; In 1,4-dioxane; methanol; acetonitrile;

DOI:10.1002/(SICI)1521-3765(19980807)4:8<1570::AID-CHEM1570>3.0.CO;2-2

upstream raw materials:

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

N-isobutylglycine ethyl ester

N-Isobutylglycin

Downstream raw materials:

2-{(1E)-2-aza-2-[(5-{N-[5-(N-{2-[(2-methylropyl)amino]-acetylamino}-carbamoyl)pentyl]carbamoyl}(2-pyridyl))amino]vinyl}benzenesulfonic acid

Refernces

• 1、 Murugan, Ravichandran N.,Park, Jung-Eun,Lim, Dan,Ahn, Mija,Cheong, Chaejoon,Kwon, Taeho,Nam, Ky-Youb,Choi, Sun Ho,Kim, Bo Yeon,Yoon, Do-Young,Yaffe, Michael B.,Yu, Dae-Yeul,Lee, Kyung S.,Bang, Jeong Kyu. "Development of cyclic peptomer inhibitors targeting the polo-box domain of polo-like kinase 1". . p. 2623 - 2634. Retrieved 2013/06/27.
• 2、 Kruijtzer, John A.W.,Hofmeyer, Lovina J.F.,Heerma, Wigger,Versluis, Cornelis,Liskamp, Rob M.J.. "Solid-phase syntheses of peptoids using Fmoc-protected N-substituted glycines: The synthesis of (retro)peptoids of leu-enkephalin and substance P". . p. 1570 - 1580. Retrieved 2007/10/03.