1-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclobutanecarboxylic acid

Base Information

• Chemical Name: 1-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclobutanecarboxylic acid
• CAS No.: 885951-77-9
• Molecular Formula: C₂₀H₁₉NO₄
• Molecular Weight: 337.375
• Hs Code.: 29242990
• European Community (EC) Number: 860-525-3
• DSSTox Substance ID: DTXSID60363749
• Wikidata: Q72477815
• Mol file: 885951-77-9.mol

Synonyms:885951-77-9;Fmoc-1-amino-1-cyclobutanecarboxylic acid;Fmoc-AC4C-OH;1-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclobutanecarboxylic acid;1-(9H-fluoren-9-ylmethoxycarbonylamino)cyclobutane-1-carboxylic Acid;MFCD02682624;1-({[(9H-FLUOREN-9-YL)METHOXY]CARBONYL}AMINO)CYCLOBUTANE-1-CARBOXYLIC ACID;1-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)cyclobutane-1-carboxylic acid;1-(Fmoc-amino)cyclobutanecarboxylic acid;Fmoc-1-amino-1-cyclobutane carboxylic acid;Fmoc-Acb(1)-OH;SCHEMBL178778;DTXSID60363749;AMY40278;BCP11701;AKOS015889711;GS-5509;SY059480;CS-0130262;FMoc-1-amino-1- cyclobutane carboxylic acid;FT-0655503;EN300-623994;Z1200999164;1-(Fmoc-amino)cyclobutanecarboxylic acid, >=95.0% (HPLC);1-(((9H-fluoren-9-yl)methoxy)carbonyl)cyclobutanecarboxylic acid;1-(9-Fluorenylmethyloxycarbonylamino)-cyclobutyl-1-carboxylic acid;1-(9H-Fluoren-9-ylmethoxy carbonylamino)-cyclobutanecarboxylic acid

Chemical Property of 1-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclobutanecarboxylic acid

Chemical Property:

• Vapor Pressure: 4.77E-14mmHg at 25°C
• Refractive Index: 1.657
• Boiling Point: 574.7 °C at 760 mmHg
• PKA: 4.08±0.20(Predicted)
• Flash Point: 301.4 °C
• PSA: 75.63000
• Density: 1.35 g/cm³
• LogP: 3.92330
• Storage Temp.: 2-8°C
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 337.13140809
• Heavy Atom Count: 25
• Complexity: 508

Purity/Quality:

97% ^*data from raw suppliers

Fmoc-1-amino-1-cyclobutane carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C1)(C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24

Technology Process of 1-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclobutanecarboxylic acid

There total 1 articles about 1-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclobutanecarboxylic 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:

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + 1-aminocyclobutane-1-carboxylic acid (22264-50-2) → Fmoc-1-aminocyclobutanecarboxylic acid (885951-77-9)

Guidance literature:

1-aminocyclobutane-1-carboxylic acid; With sodium carbonate; In water; Inert atmosphere;

(fluorenylmethoxy)carbonyl chloride; In 1,4-dioxane; water; for 8h; Inert atmosphere;

DOI:10.1021/jacs.5b12557

Reference yield: 18.0%

Fmoc-D-Phe-OH (86123-10-6) + Fmoc-His(Trt)-OH (109425-51-6) + N-alpha-(9-fluorenylmethyloxycarbonyl)-L-aspartic acid beta-allyl ester (146982-24-3) + 3-[(S)-2-carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]indole-1-carboxylic acid tert-butyl ester (143824-78-6,163619-04-3) + Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine (187618-60-6) + Fmoc-1-aminocyclobutanecarboxylic acid (885951-77-9) → [Ac4c-His-DPhe-Arg-Trp-Asp]-amide

Guidance literature:

N-alpha-(9-fluorenylmethyloxycarbonyl)-L-aspartic acid beta-allyl ester; With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine;

With piperidine; In N,N-dimethyl-formamide; for 0.104167h;

Fmoc-D-Phe-OH; Fmoc-His(Trt)-OH; 3-[(S)-2-carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]indole-1-carboxylic acid tert-butyl ester; Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine; Fmoc-1-aminocyclobutanecarboxylic acid; Further stages;

DOI:10.1021/acs.jmedchem.8b00488

Reference yield: 7.0%

Fmoc-D-Phe-OH (86123-10-6) + Fmoc-His(Trt)-OH (109425-51-6) + (S)-2-[((9H-fluoren-9-yl)methoxy)carbonylamino]-5-(allyloxy)-5-oxopentanoic acid (133464-46-7) + 3-[(S)-2-carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]indole-1-carboxylic acid tert-butyl ester (143824-78-6,163619-04-3) + Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine (187618-60-6) + Fmoc-1-aminocyclobutanecarboxylic acid (885951-77-9) → [Ac4c-His-DPhe-Arg-Trp-Glu]-amide

Guidance literature:

(S)-2-[((9H-fluoren-9-yl)methoxy)carbonylamino]-5-(allyloxy)-5-oxopentanoic acid; With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine;

With piperidine; In N,N-dimethyl-formamide; for 0.104167h;

Fmoc-D-Phe-OH; Fmoc-His(Trt)-OH; 3-[(S)-2-carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]indole-1-carboxylic acid tert-butyl ester; Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine; Fmoc-1-aminocyclobutanecarboxylic acid; Further stages;

DOI:10.1021/acs.jmedchem.8b00488

upstream raw materials:

(fluorenylmethoxy)carbonyl chloride

1-aminocyclobutane-1-carboxylic acid

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