Boc-L-4-Carbamoylphenylalanine

Base Information

• Chemical Name: Boc-L-4-Carbamoylphenylalanine
• CAS No.: 205126-71-2
• Molecular Formula: C₁₅H₂₀N₂O₅
• Molecular Weight: 308.334
• DSSTox Substance ID: DTXSID20376133
• Wikidata: Q82164947
• Mol file: 205126-71-2.mol

Synonyms:Boc-L-4-Carbamoylphenylalanine;205126-71-2;Boc-L-4-Carbamoylphe;(2S)-3-(4-carbamoylphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid;(S)-2-((tert-Butoxycarbonyl)amino)-3-(4-carbamoylphenyl)propanoic acid;Boc-Phe(4-CONH2)-OH;SCHEMBL6247819;boc-4-carbamoyl-l-phenylalanine;(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(4-carbamoylphenyl)propanoic acid;Boc-L-4-carbamoyl phenylalanine;DTXSID20376133;OJOCXVKXBATIDB-NSHDSACASA-N;boc-L-4-carbamoylphe, AldrichCPR;MFCD01317030;AKOS015949715;PS-12794;CS-0179064;J-004484;Boc-L-4-carbamoylphenylalanine (Boc-L-Phe(4-CONH2)-OH)

Chemical Property of Boc-L-4-Carbamoylphenylalanine

Chemical Property:

• XLogP3: 0.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 308.13722174
• Heavy Atom Count: 22
• Complexity: 422

Purity/Quality:

98%Min ^*data from raw suppliers

Boc-L-4-carbamoylphenylalanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC1=CC=C(C=C1)C(=O)N)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CC1=CC=C(C=C1)C(=O)N)C(=O)O

Technology Process of Boc-L-4-Carbamoylphenylalanine

There total 2 articles about Boc-L-4-Carbamoylphenylalanine 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-4-carboxamido-L-phenylalanine methyl ester → boc-L-4-carbamoylphenylalanine (205126-71-2)

Guidance literature:

With sodium hydroxide;

DOI:10.1016/j.bmcl.2012.01.063

Reference yield:

(S)-4-(2-((tert-butoxycarbonyl)amino)-3-methoxy-3-oxopropyl)benzoic acid (123993-33-9) → boc-L-4-carbamoylphenylalanine (205126-71-2)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonium chloride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate

2: sodium hydroxide

With ammonium chloride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; sodium hydroxide;

DOI:10.1016/j.bmcl.2012.01.063

Reference yield:

boc-L-4-carbamoylphenylalanine (205126-71-2) + C34H38N5O6Pol → C34H46N7O8Pol

Guidance literature:

C₃₄H₃₈N₅O₆Pol; With piperidine; In dichloromethane; at 20 ℃; for 0.5h; not specified

boc-L-4-carbamoylphenylalanine; With N-ethyl-N,N-diisopropylamine; HATU; In DMF (N,N-dimethyl-formamide); dichloromethane; at 20 ℃; for 3h;

upstream raw materials:

(S)-4-(2-((tert-butoxycarbonyl)amino)-3-methoxy-3-oxopropyl)benzoic acid

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