Boc-L-2-Aminomethylphe(Fmoc)

Base Information

• Chemical Name: Boc-L-2-Aminomethylphe(Fmoc)
• CAS No.: 266999-24-0
• Molecular Formula: C30H32 N2 O6
• Molecular Weight: 516.594
• DSSTox Substance ID: DTXSID40376135
• Wikidata: Q82164949
• Mol file: 266999-24-0.mol

Synonyms:Boc-L-2-Aminomethylphe(Fmoc);959573-16-1;Boc-2-(Fmoc-aminomethyl)-L-phenylalanine;(2S)-3-[2-[(9H-fluoren-9-ylmethoxycarbonylamino)methyl]phenyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid;(S)-3-(2-(((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)methyl)phenyl)-2-((tert-butoxycarbonyl)amino)propanoic acid;DTXSID40376135;MFCD06659130;AKOS015949781;PS-12797;CS-0335841;E70744;J-016522;(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-{2-[({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)methyl]phenyl}propanoic acid

Chemical Property of Boc-L-2-Aminomethylphe(Fmoc)

Chemical Property:

• Boiling Point: 733.2±60.0 °C(Predicted)
• PKA: 3.78±0.10(Predicted)
• PSA: 120.94000
• Density: 1.245±0.06 g/cm3(Predicted)
• LogP: 5.65450
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 11
• Exact Mass: 516.22603674
• Heavy Atom Count: 38
• Complexity: 804

Purity/Quality:

99%, ^*data from raw suppliers

Fmoc-3-(Boc-aminomethyl)-L-phenylalanine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC1=CC=CC=C1CNC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CC1=CC=CC=C1CNC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24)C(=O)O

Technology Process of Boc-L-2-Aminomethylphe(Fmoc)

There total 8 articles about Boc-L-2-Aminomethylphe(Fmoc) 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: 76.0%

H-Phe(3-Boc-HN-CH2)-OH (1348993-99-6) + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(3-(((tert-butoxycarbonyl)amino)methyl)phenyl)propanoic acid (266999-24-0,1217665-54-7)

Guidance literature:

With sodium hydrogencarbonate; In 1,4-dioxane; water; at 20 ℃; pH=8 - 9;

DOI:10.1016/j.bmc.2011.09.050

Reference yield:

Pht-Phe(3-CN)-OMe (1348993-91-8) → (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(3-(((tert-butoxycarbonyl)amino)methyl)phenyl)propanoic acid (266999-24-0,1217665-54-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: hydrogenchloride; palladium 10% on activated carbon; hydrogen; acetic acid / water / 120 h / 20 °C / 3600.36 Torr

2.1: sodium hydrogencarbonate / 1,4-dioxane; water / 4.5 h / 20 °C

3.1: hydrazine hydrate; acetic acid / methanol / 20 °C

3.2: pH 8 - 9

3.3: pH Ca_. 4

4.1: water; sodium hydroxide / 1,4-dioxane / 3 h / 20 °C

5.1: sodium hydrogencarbonate / 1,4-dioxane; water / 20 °C / pH 8 - 9

With hydrogenchloride; palladium 10% on activated carbon; water; hydrogen; sodium hydrogencarbonate; hydrazine hydrate; acetic acid; sodium hydroxide; In 1,4-dioxane; methanol; water;

DOI:10.1016/j.bmc.2011.09.050

Reference yield:

H-Phe(3-Boc-HN-CH2)-OMe*HCl → (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(3-(((tert-butoxycarbonyl)amino)methyl)phenyl)propanoic acid (266999-24-0,1217665-54-7)

Guidance literature:

Multi-step reaction with 2 steps

1: water; sodium hydroxide / 1,4-dioxane / 3 h / 20 °C

2: sodium hydrogencarbonate / 1,4-dioxane; water / 20 °C / pH 8 - 9

With water; sodium hydrogencarbonate; sodium hydroxide; In 1,4-dioxane; water;

DOI:10.1016/j.bmc.2011.09.050

upstream raw materials:

Pht-Phe(3-Boc-HN-CH₂)-OMe

H-Phe(3-Boc-HN-CH₂)-OH

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

Pht-Phe(3-CN)-OMe

Downstream raw materials:

Fmoc-Phe(3-Boc-HN-CH₂)-CHN₂

Fmoc-β3hPhe(3-Boc-HN-CH2)-OH

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