L-Tyrosinamide, N-((4-(1,1-dimethylethyl)phenyl)methyl)-N-methyl-L-leucyl-N-(1,1-dimethylethyl)-O-(phenylmethyl)-

Base Information

• Chemical Name: L-Tyrosinamide, N-((4-(1,1-dimethylethyl)phenyl)methyl)-N-methyl-L-leucyl-N-(1,1-dimethylethyl)-O-(phenylmethyl)-
• CAS No.: 217171-01-2
• Molecular Formula: C38H53N3O3
• Molecular Weight: 599.86441
• UNII: Z7UUP5FPKC
• DSSTox Substance ID: DTXSID10432752
• Nikkaji Number: J1.118.542H
• Pharos Ligand ID: BQXLSQFVVCH6
• ChEMBL ID: CHEMBL299749
• Mol file: 217171-01-2.mol

Synonyms:PD 173212;PD-173212

Chemical Property of L-Tyrosinamide, N-((4-(1,1-dimethylethyl)phenyl)methyl)-N-methyl-L-leucyl-N-(1,1-dimethylethyl)-O-(phenylmethyl)-

Chemical Property:

• Boiling Point: 753.4±60.0 °C(Predicted)
• PKA: 13.83±0.46(Predicted)
• PSA: 70.67000
• Density: 1.053±0.06 g/cm3(Predicted)
• LogP: 7.83360
• Storage Temp.: Store at +4°C
• XLogP3: 8.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 15
• Exact Mass: 599.40869256
• Heavy Atom Count: 44
• Complexity: 854

Purity/Quality:

97% ^*data from raw suppliers

PD 173212 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(C(=O)NC(CC1=CC=C(C=C1)OCC2=CC=CC=C2)C(=O)NC(C)(C)C)N(C)CC3=CC=C(C=C3)C(C)(C)C
• Isomeric SMILES: CC(C)C[C@@H](C(=O)N[C@@H](CC1=CC=C(C=C1)OCC2=CC=CC=C2)C(=O)NC(C)(C)C)N(C)CC3=CC=C(C=C3)C(C)(C)C
• Description: PD 173212 is an N-type calcium channel blocker (IC50 = 36 nM). It prevents audiogenic seizures in mice when administered at a dose of 30 mg/kg.

Technology Process of L-Tyrosinamide, N-((4-(1,1-dimethylethyl)phenyl)methyl)-N-methyl-L-leucyl-N-(1,1-dimethylethyl)-O-(phenylmethyl)-

There total 7 articles about L-Tyrosinamide, N-((4-(1,1-dimethylethyl)phenyl)methyl)-N-methyl-L-leucyl-N-(1,1-dimethylethyl)-O-(phenylmethyl)- 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: 40.0%

4-methyl-2-methylamino-pentanoic acid [2-(4-benzyloxy-phenyl)-1-tert-butylcarbamoyl-ethyl]-amide (217172-81-1) + 1-(bromomethyl)-4-(1,1-dimethylethyl)benzene (18880-00-7) → 2-[(4-tert-Butyl-benzyl)-methyl-amino]-4-methyl-pentanoic acid [2-(4-benzyloxy-phenyl)-1-tert-butylcarbamoyl-ethyl]-amide (217171-01-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethyl acetate;

Reference yield:

O-benzyl-N-tert-butoxycarbonyl-L-tyrosine (2130-96-3,54784-43-9) → 2-[(4-tert-butyl-benzyl)-methyl-amino]-4-methyl-pentanoic acid [2-(4-benzyloxy-phenyl)-1-tert-butylcarbamoyl-ethyl]-amide (217171-01-2)

Guidance literature:

Multi-step reaction with 5 steps

1: O-benzotriazol-1-yl-N,N,N',N'-tetramethyluronium hexafluorophosphate, (iPr)2NEt / dimethylformamide

2: TFA / CH₂Cl₂

3: O-benzotriazol-1-yl-N,N,N',N'-tetramethyluronium hexafluorophosphate, (iPr)2NEt / dimethylformamide

4: TFA / CH₂Cl₂

5: NaBH(OAc)3 / CH₂Cl₂

With sodium tris(acetoxy)borohydride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(99)00359-5

Reference yield:

N-t-butoxycarbonyl-N-methyl-L-leucine (53363-89-6) → 2-[(4-tert-butyl-benzyl)-methyl-amino]-4-methyl-pentanoic acid [2-(4-benzyloxy-phenyl)-1-tert-butylcarbamoyl-ethyl]-amide (217171-01-2)

Guidance literature:

Multi-step reaction with 3 steps

1: O-benzotriazol-1-yl-N,N,N',N'-tetramethyluronium hexafluorophosphate, (iPr)2NEt / dimethylformamide

2: TFA / CH₂Cl₂

3: NaBH(OAc)3 / CH₂Cl₂

With sodium tris(acetoxy)borohydride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(99)00359-5

upstream raw materials:

4-tert-Butylbenzaldehyde

(S)-4-Methyl-2-methylamino-pentanoic acid [(S)-2-(4-benzyloxy-phenyl)-1-tert-butylcarbamoyl-ethyl]-amide

O-benzyl-N-tert-butoxycarbonyl-L-tyrosine

N-t-butoxycarbonyl-N-methyl-L-leucine