2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(benzyl)amino)acetic acid

Base Information

• Chemical Name: 2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(benzyl)amino)acetic acid
• CAS No.: 141743-13-7
• Molecular Formula: C24H21 N O4
• Molecular Weight: 387.435
• Hs Code.: 2922509090
• DSSTox Substance ID: DTXSID50373271
• Wikidata: Q82161425
• Mol file: 141743-13-7.mol

Synonyms:141743-13-7;Fmoc,bzl-gly-oh;Fmoc-N-benzylglycine;2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(benzyl)amino)acetic acid;N-Fmoc-N-benzyl-glycine;2-[benzyl(9H-fluoren-9-ylmethoxycarbonyl)amino]acetic acid;N-alpha-(9-Fluorenylmethyloxycarbonyl)-N-alpha-benzyl glycine;2-[benzyl({[(9H-fluoren-9-yl)methoxy]carbonyl})amino]acetic acid;Fmoc-BzlGly-OH;N-Fmoc-N(benzyl)glycine;SCHEMBL800081;DTXSID50373271;MFCD04112686;AKOS015910374;BS-21453;CS-0205011;EN300-81305;C77894;N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N-benzylglycine;Z1227754910;2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(benzyl)amino)aceticacid;Glycine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-(phenylmethyl)-;n-alpha-(9-fluorenylmethyloxycarbonyl)-N-alpha-benzyl glycine, AldrichCPR

Chemical Property of 2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(benzyl)amino)acetic acid

Chemical Property:

• Boiling Point: 604.0±44.0 °C(Predicted)
• PKA: 3.89±0.10(Predicted)
• PSA: 66.84000
• Density: 1.285±0.06 g/cm3(Predicted)
• LogP: 4.52230
• Storage Temp.: Store at 0-5°C
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 387.14705815
• Heavy Atom Count: 29
• Complexity: 551

Purity/Quality:

99% ^*data from raw suppliers

N-Fmoc-N-benzyl-glycine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN(CC(=O)O)C(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24
• Uses: Fmoc-?N-?benzylglycine is a reactant used in the solid phase synthesis of peptides. It was used in the synthesis of endomorphin 1 and 2 peptoid-peptide hybrids. Fmoc-?N-?benzylglycine was also used in the synthesis of human neuropeptide-S analogs modified in position 2.

Technology Process of 2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(benzyl)amino)acetic acid

There total 11 articles about 2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(benzyl)amino)acetic acid 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: 99.0%

C28H29NO4 → 2-{benzyl-[(9H-fluoren-9-ylmethoxy)carbonyl]amino}acetic acid (141743-13-7)

Guidance literature:

With chlorotriisopropylsilane; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1.5h;

Reference yield: 98.0%

ethyl 2-(benzylamino)acetate (6436-90-4) + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → 2-{benzyl-[(9H-fluoren-9-ylmethoxy)carbonyl]amino}acetic acid (141743-13-7)

Guidance literature:

ethyl 2-(benzylamino)acetate; With lithium hydroxide; In tetrahydrofuran; water; at 25 ℃; for 0.5h;

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide; With sodium hydrogencarbonate; In tetrahydrofuran; water; at 20 ℃; for 16h;

DOI:10.1021/jacs.1c05718

Reference yield: 74.7%

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + N-benzyl glycine hydrochloride (7689-50-1) → 2-{benzyl-[(9H-fluoren-9-ylmethoxy)carbonyl]amino}acetic acid (141743-13-7)

Guidance literature:

N-benzyl glycine hydrochloride; With chloro-trimethyl-silane; In dichloromethane; for 2h; Reflux;

(fluorenylmethoxy)carbonyl chloride; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 3.33333h;

DOI:10.1039/c8cc01356j

upstream raw materials:

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

N-benzylglycine

(fluorenylmethoxy)carbonyl chloride

ethyl 2-(benzylamino)acetate

Downstream raw materials:

1-benzyl-3-phenyl-2-sulfanylideneimidazolidin-4-one

C₁₂₂H₁₇₃N₂₅O₁₇

C₁₂₂H₁₇₃N₂₅O₁₇

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