[2-[[(2S)-2-(benzyloxycarbonylamino)-3-methyl-butanoyl]amino]-1-hydroxy-3-phenyl-propyl]-[(1R)-1-[[(2S)-2-(benzyloxycarbonylamino)-3-methyl-butanoyl]amino]-2-phenyl-ethyl]phosphinic acid

Base Information

• Chemical Name: [2-[[(2S)-2-(benzyloxycarbonylamino)-3-methyl-butanoyl]amino]-1-hydroxy-3-phenyl-propyl]-[(1R)-1-[[(2S)-2-(benzyloxycarbonylamino)-3-methyl-butanoyl]amino]-2-phenyl-ethyl]phosphinic acid
• CAS No.: 146063-30-1
• Molecular Formula: C₄₃H₅₃N₄O₉P
• Molecular Weight: 800.889
• DSSTox Substance ID: DTXSID00932756
• Mol file: 146063-30-1.mol

Synonyms:146063-30-1;DTXSID00932756;[2-[[(2S)-2-(benzyloxycarbonylamino)-3-methyl-butanoyl]amino]-1-hydroxy-3-phenyl-propyl]-[(1R)-1-[[(2S)-2-(benzyloxycarbonylamino)-3-methyl-butanoyl]amino]-2-phenyl-ethyl]phosphinic acid;2-{[(Benzyloxy)(hydroxy)methylidene]amino}-N-[8-benzyl-3,6,9,10-tetrahydroxy-10-oxo-1,12-diphenyl-5-(propan-2-yl)-2-oxa-4,7-diaza-10lambda~5~-phosphadodeca-3,6-dien-11-yl]-3-methylbutanimidic acid

Chemical Property of [2-[[(2S)-2-(benzyloxycarbonylamino)-3-methyl-butanoyl]amino]-1-hydroxy-3-phenyl-propyl]-[(1R)-1-[[(2S)-2-(benzyloxycarbonylamino)-3-methyl-butanoyl]amino]-2-phenyl-ethyl]phosphinic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 1074.6°Cat760mmHg
• Flash Point: 603.7°C
• PSA: 202.20000
• Density: 1.245g/cm³
• LogP: 7.45330
• XLogP3: 6.4
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 21
• Exact Mass: 800.35501628
• Heavy Atom Count: 57
• Complexity: 1290

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)C(C(=O)NC(CC1=CC=CC=C1)C(O)P(=O)(C(CC2=CC=CC=C2)NC(=O)C(C(C)C)NC(=O)OCC3=CC=CC=C3)O)NC(=O)OCC4=CC=CC=C4
• Isomeric SMILES: CC(C)[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)P(=O)(C(C(CC2=CC=CC=C2)NC(=O)[C@H](C(C)C)NC(=O)OCC3=CC=CC=C3)O)O)NC(=O)OCC4=CC=CC=C4

Technology Process of [2-[[(2S)-2-(benzyloxycarbonylamino)-3-methyl-butanoyl]amino]-1-hydroxy-3-phenyl-propyl]-[(1R)-1-[[(2S)-2-(benzyloxycarbonylamino)-3-methyl-butanoyl]amino]-2-phenyl-ethyl]phosphinic acid

There total 6 articles about [2-[[(2S)-2-(benzyloxycarbonylamino)-3-methyl-butanoyl]amino]-1-hydroxy-3-phenyl-propyl]-[(1R)-1-[[(2S)-2-(benzyloxycarbonylamino)-3-methyl-butanoyl]amino]-2-phenyl-ethyl]phosphinic 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:

benzyl (1S)-(1-formyl-2-phenylethyl)carbamate (59830-60-3) → [2-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-1-hydroxy-3-phenyl-propyl]-[1-((S)-2-benzyloxycarbonylamino-3-methyl-butyrylamino)-2-phenyl-ethyl]-phosphinic acid (146063-30-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 47 percent / NEt₃ / CHCl₃

2: 87 percent / H₂ / Pd/C

3: 70 percent / O-<(ethoxycarbonyl)cyanomethylenamino>-N,N,N',N'-tetramethyluroniumtetrafluoro-borate (TOTU)

4: 1.) TMS-Br, 2.) H₂O

With O-<[cyano(ethoxycarbonyl)methylene]amino>-1,1,3,3-tetramethyluronium tetrafluoroborate; trimethylsilyl bromide; water; hydrogen; triethylamine; palladium on activated charcoal; In chloroform;

DOI:10.1016/S0040-4039(00)61002-X

Reference yield:

Cbz-(R)-α-amino-phosphinic acid ethylester (115961-51-8,146144-34-5) → [2-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-1-hydroxy-3-phenyl-propyl]-[1-((S)-2-benzyloxycarbonylamino-3-methyl-butyrylamino)-2-phenyl-ethyl]-phosphinic acid (146063-30-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 47 percent / NEt₃ / CHCl₃

2: 87 percent / H₂ / Pd/C

3: 70 percent / O-<(ethoxycarbonyl)cyanomethylenamino>-N,N,N',N'-tetramethyluroniumtetrafluoro-borate (TOTU)

4: 1.) TMS-Br, 2.) H₂O

With O-<[cyano(ethoxycarbonyl)methylene]amino>-1,1,3,3-tetramethyluronium tetrafluoroborate; trimethylsilyl bromide; water; hydrogen; triethylamine; palladium on activated charcoal; In chloroform;

DOI:10.1016/S0040-4039(00)61002-X

Reference yield:

(2-Benzyloxycarbonylamino-1-hydroxy-3-phenyl-propyl)-((R)-1-benzyloxycarbonylamino-2-phenyl-ethyl)-phosphinic acid ethyl ester (146063-28-7) → [2-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-1-hydroxy-3-phenyl-propyl]-[1-((S)-2-benzyloxycarbonylamino-3-methyl-butyrylamino)-2-phenyl-ethyl]-phosphinic acid (146063-30-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / H₂ / Pd/C

2: 70 percent / O-<(ethoxycarbonyl)cyanomethylenamino>-N,N,N',N'-tetramethyluroniumtetrafluoro-borate (TOTU)

3: 1.) TMS-Br, 2.) H₂O

With O-<[cyano(ethoxycarbonyl)methylene]amino>-1,1,3,3-tetramethyluronium tetrafluoroborate; trimethylsilyl bromide; water; hydrogen; palladium on activated charcoal;

DOI:10.1016/S0040-4039(00)61002-X

upstream raw materials:

[2-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-1-hydroxy-3-phenyl-propyl]-[1-((S)-2-benzyloxycarbonylamino-3-methyl-butyrylamino)-2-phenyl-ethyl]-phosphinic acid ethyl ester

(S)-N-(benzyloxycarbonyl)valine

benzyl (1S)-(1-formyl-2-phenylethyl)carbamate

(2-Amino-1-hydroxy-3-phenyl-propyl)-((R)-1-amino-2-phenyl-ethyl)-phosphinic acid ethyl ester