2-[4-[(9H-fluoren-9-ylmethoxycarbonylamino)methyl]phenyl]acetic Acid

Base Information

• Chemical Name: 2-[4-[(9H-fluoren-9-ylmethoxycarbonylamino)methyl]phenyl]acetic Acid
• CAS No.: 176504-01-1
• Molecular Formula: C24H21 N O4
• Molecular Weight: 387.435
• Hs Code.: 29225090
• European Community (EC) Number: 857-389-2
• Mol file: 176504-01-1.mol

Synonyms:176504-01-1;Fmoc-4-aminomethyl-phenylacetic acid;2-[4-[(9H-fluoren-9-ylmethoxycarbonylamino)methyl]phenyl]acetic Acid;2-(4-(((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)methyl)phenyl)acetic acid;MFCD01321022;2-{4-[({[(9H-FLUOREN-9-YL)METHOXY]CARBONYL}AMINO)METHYL]PHENYL}ACETIC ACID;4-[(Fmoc-amino)methyl]phenylacetic Acid;SCHEMBL525564;AMY7684;SKKYGLCUQGQTNA-UHFFFAOYSA-N;fmoc-4-aminomethyl phenylacetic acid;AKOS015911292;s12173;5-O-TRITYL-2,3-DEHYDROTHYMIDINE;4-[(Fmoc-amino)methyl]benzeneacetic acid;AS-62548;SY066228;CS-0148630;EN300-1556487;J-011199;Z2049903550;2-(4-((((9H-fluoren-9-yl)methoxy)carbonylamino)methyl)phenyl)acetic acid;Benzeneacetic acid,4-[[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]methyl]-

Chemical Property of 2-[4-[(9H-fluoren-9-ylmethoxycarbonylamino)methyl]phenyl]acetic Acid

Chemical Property:

• Boiling Point: 634.0±43.0 °C(Predicted)
• PKA: 4.32±0.10(Predicted)
• PSA: 75.63000
• Density: 1.279±0.06 g/cm3(Predicted)
• LogP: 4.74330
• Storage Temp.: Store at -15°C
• XLogP3: 4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 387.14705815
• Heavy Atom Count: 29
• Complexity: 549

Purity/Quality:

98%Min ^*data from raw suppliers

Fmoc-4-aminomethyl-phenylacetic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NCC4=CC=C(C=C4)CC(=O)O

Technology Process of 2-[4-[(9H-fluoren-9-ylmethoxycarbonylamino)methyl]phenyl]acetic Acid

There total 9 articles about 2-[4-[(9H-fluoren-9-ylmethoxycarbonylamino)methyl]phenyl]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:

4-hydroxymethyl-benzylamine (39895-56-2) → N-(9-fluorenylmethyloxycarbonyl)-4-(aminomethyl)phenylacetic acid (176504-01-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 24.82 g / dioxane; H₂O / 10 h / 20 °C

2: 75 percent / Ph₃P; CCl₄ / CH₂Cl₂ / 24 h / 20 °C

3: 83.1 percent / H₂O; ethanol / 5 h / Heating

4: conc. HCl / 4 h / Heating

5: 2.57 g / N,N-diisopropylethylamine / H₂O; acetonitrile / 1.25 h

With hydrogenchloride; tetrachloromethane; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In 1,4-dioxane; ethanol; dichloromethane; water; acetonitrile; 1: Acylation / 2: Substitution / 3: Substitution / 4: Hydrolysis / 5: Acylation;

DOI:10.1016/S0968-0896(98)00232-6

Reference yield:

p-aminomethylbenzoic acid (56-91-7) → N-(9-fluorenylmethyloxycarbonyl)-4-(aminomethyl)phenylacetic acid (176504-01-1)

Guidance literature:

Multi-step reaction with 6 steps

1: lithium aluminum hydride / dioxane; tetrahydrofuran / Heating

2: 24.82 g / dioxane; H₂O / 10 h / 20 °C

3: 75 percent / Ph₃P; CCl₄ / CH₂Cl₂ / 24 h / 20 °C

4: 83.1 percent / H₂O; ethanol / 5 h / Heating

5: conc. HCl / 4 h / Heating

6: 2.57 g / N,N-diisopropylethylamine / H₂O; acetonitrile / 1.25 h

With hydrogenchloride; tetrachloromethane; lithium aluminium tetrahydride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; acetonitrile; 1: Reduction / 2: Acylation / 3: Substitution / 4: Substitution / 5: Hydrolysis / 6: Acylation;

DOI:10.1016/S0968-0896(98)00232-6

Reference yield:

tert-butyl 4-hydroxymethylbenzylcarbamate (123986-64-1) → N-(9-fluorenylmethyloxycarbonyl)-4-(aminomethyl)phenylacetic acid (176504-01-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 75 percent / Ph₃P; CCl₄ / CH₂Cl₂ / 24 h / 20 °C

2: 83.1 percent / H₂O; ethanol / 5 h / Heating

3: conc. HCl / 4 h / Heating

4: 2.57 g / N,N-diisopropylethylamine / H₂O; acetonitrile / 1.25 h

With hydrogenchloride; tetrachloromethane; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In ethanol; dichloromethane; water; acetonitrile; 1: Substitution / 2: Substitution / 3: Hydrolysis / 4: Acylation;

DOI:10.1016/S0968-0896(98)00232-6

upstream raw materials:

2-(4-(aminomethyl)phenyl)acetic acid

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

2-(4-(aminomethyl)phenyl)acetic acid hydrochloride

p-aminomethylbenzoic acid

Downstream raw materials:

C₃₃H₄₅N₇O₁₇S

(S)-2-tert-Butoxycarbonylamino-3-(2-{4-[(9H-fluoren-9-ylmethoxycarbonylamino)-methyl]-phenyl}-acetylamino)-propionic acid

Refernces

• 1、 Yu, Chongxi,Taylor, John W.. "Synthesis and study of peptides with semirigid i and i+7 side-chain bridges designed for α-helix stabilization". . p. 161 - 175. Retrieved 2007/10/03.