(R)-(+)-2-(tert-Butoxycarbonylamino)-3-phenylpropanal

Base Information

• Chemical Name: (R)-(+)-2-(tert-Butoxycarbonylamino)-3-phenylpropanal
• CAS No.: 77119-85-8
• Molecular Formula: C14H19NO3
• Molecular Weight: 249.31
• Hs Code.: 29223900
• European Community (EC) Number: 866-847-0
• DSSTox Substance ID: DTXSID00427253
• Nikkaji Number: J733.225D
• Wikidata: Q72450256
• Mol file: 77119-85-8.mol

Synonyms:77119-85-8;N-Boc-D-phenylalaninal;Boc-D-Phenylalaninal;(R)-tert-Butyl (1-oxo-3-phenylpropan-2-yl)carbamate;(R)-(+)-2-(tert-Butoxycarbonylamino)-3-phenylpropanal;tert-butyl N-[(2R)-1-oxo-3-phenylpropan-2-yl]carbamate;N-Boc-2(R)-3-phenylpropanal;Carbamic acid, [(1R)-1-formyl-2-phenylethyl]-, 1,1-dimethylethyl ester;(R)-tert-Butyl(1-oxo-3-phenylpropan-2-yl)carbamate;Boc-D-Phe-H;N-Boc-D-phenylalaninal, 97%;SCHEMBL1094506;tert-butyl [(2R)-1-oxo-3-phenylpropan-2-yl]carbamate;DTXSID00427253;ZJTYRNPLVNMVPQ-GFCCVEGCSA-N;AMY37816;MFCD00274187;MFCD00801183;AKOS005146059;TS-7041;(R)-2-BOC-amino-3-PHENYLPROPANAL;AC-23792;Boc-D-Phe-PAM resin (100-200 mesh);CS-0186140;(R)-2-t-butoxycarbonylamino-3-phenylpropanal;EN300-66990;I11544;tert-butyl (R)-1-formyl-2-phenylethyl carbamate;A838961;(R)-alpha-(tert-Butoxycarbonylamino)benzenepropanal;((R)-1-Benzyl-2-oxo-ethyl)-carbamic acid t-butyl ester;(R)-2-(N-t-butoxycarbonylamino)-3-phenyl-propan-1-one;tert-Butyl(3R)-3-(methylamino)pyrrolidine-1-carboxylate;Z1065768488;((R)-1-benzyl-2-oxo-ethyl)-carbamic acid tert-butyl ester;N-[(2R)-1-oxo-3-phenylpropan-2-yl]carbamic acid tert-butyl ester;tert-butyl N-[(2R)-1-oxidanylidene-3-phenyl-propan-2-yl]carbamate

Chemical Property of (R)-(+)-2-(tert-Butoxycarbonylamino)-3-phenylpropanal

Chemical Property:

• Appearance/Colour: White or tan crystalline powder
• Melting Point: 86-89 °C(lit.)
• Boiling Point: 367 °C at 760 mmHg
• Flash Point: 175.8 °C
• PSA: 55.40000
• Density: 1.077 g/cm³
• LogP: 2.71220
• Storage Temp.: Freezer (-20°C)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 249.13649347
• Heavy Atom Count: 18
• Complexity: 277

Purity/Quality:

97% ^*data from raw suppliers

N-Boc-D-Phenylalaninal 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of (R)-(+)-2-(tert-Butoxycarbonylamino)-3-phenylpropanal

There total 19 articles about (R)-(+)-2-(tert-Butoxycarbonylamino)-3-phenylpropanal 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: 100.0%

N-tert-butoxycarbonyl-D-Phenylalaninol (106454-69-7) → N-(tert-butoxycarbonyl)-D-phenylalaninal (77119-85-8)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -60 ℃; for 0.166667h; Cooling with acetone-dry ice;

N-tert-butoxycarbonyl-D-Phenylalaninol; In dichloromethane; at -60 ℃; for 0.25h;

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at -60 ℃; for 0.0833333h;

Reference yield: 89.0%

methyl (2R)-2-(t-butoxycarbonylamino)-3-phenylpropionate (19901-50-9,51987-73-6,77119-84-7) → N-(tert-butoxycarbonyl)-D-phenylalaninal (77119-85-8)

Guidance literature:

methyl (2R)-2-(t-butoxycarbonylamino)-3-phenylpropionate; With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 ℃; for 1h; Inert atmosphere;

With methanol; rochelle salt; In dichloromethane; toluene; at 20 ℃;

Reference yield: 76.0%

Boc-D-Phe-OH (18942-49-9) + N,0-dimethylhydroxylamine (1117-97-1) → N-(tert-butoxycarbonyl)-D-phenylalaninal (77119-85-8)

Guidance literature:

Boc-D-Phe-OH; N,0-dimethylhydroxylamine;

With lithium aluminium tetrahydride;

DOI:10.1002/psc.3067

upstream raw materials:

Boc-Phe-OH N,O-dimethyl hydroxamate

methyl (2R)-2-(t-butoxycarbonylamino)-3-phenylpropionate

(R)-tert-butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate

N-tert-butoxycarbonyl-D-Phenylalaninol

Downstream raw materials:

(E)-(R)-3-tert-Butoxycarbonylamino-4-phenyl-but-1-ene-1-sulfonic acid methyl ester

(1-benzyl-2-hydroxy-3-phenyl-propyl)-carbamic acid tert-butyl ester

C₄₀H₆₂N₂O₁₁

ethyl (R,E)-4-((tert-butoxycarbonyl)amino)-5-phenylpent-2-enoate