(r)-2-(Boc-amino)-5-phenyl-4-pentenoic acid

Base Information

• Chemical Name: (r)-2-(Boc-amino)-5-phenyl-4-pentenoic acid
• CAS No.: 261380-19-2
• Molecular Formula: C₁₆H₂₁NO₄
• Molecular Weight: 291.347
• Hs Code.: 29223900
• DSSTox Substance ID: DTXSID601153408
• Mol file: 261380-19-2.mol

Synonyms:(r)-2-(boc-amino)-5-phenyl-4-pentenoic acid;SCHEMBL3583856;DTXSID601153408;(2R)-2-[[(1,1-Dimethylethoxy)carbonyl]amino]-5-phenyl-4-pentenoic acid

Chemical Property of (r)-2-(Boc-amino)-5-phenyl-4-pentenoic acid

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 9.67E-11mmHg at 25°C
• Refractive Index: 1.5500 (estimate)
• Boiling Point: 498.1oC at 760mmHg
• Flash Point: 255.1oC
• PSA: 75.63000
• Density: 1.15g/cm3
• LogP: 3.45870
• Storage Temp.: Store at -15°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 291.14705815
• Heavy Atom Count: 21
• Complexity: 378

Purity/Quality:

98%,99%, ^*data from raw suppliers

Dicyclohexylamine(R,E)-2-((tert-butoxycarbonyl)amino)-5-phenylpent-4-enoate 95+% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (r)-2-(Boc-amino)-5-phenyl-4-pentenoic acid

There total 20 articles about (r)-2-(Boc-amino)-5-phenyl-4-pentenoic 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: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + (R,E)-2-amino-5-phenylpent-4-enoic acid (267650-37-3) → (R,E)-2-((tert-butoxycarbonyl)amino)-5-phenylpent-4-enoic acid (919529-76-3,261380-19-2)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; water; for 1.5h; Cooling with ice;

Reference yield: 95.0%

(S)-2-(tert-butyloxycarbonylamino)-5-phenylpent-4-enoic acid (261165-04-2,261380-19-2) → (2S,4E)-2-(t-butyloxycarbonylamino)-5-phenylpent-4-enoic acid (1279038-98-0,261380-19-2)

Guidance literature:

With diphenyldisulfane; In tetrahydrofuran; for 15h; Inert atmosphere; Reflux;

DOI:10.1021/jo3013622

Reference yield:

(S)-2-[(t-butyloxycarbonyl)amino]-4-(triphenylphosphonium)butanoic acid iodide (1393677-08-1) + benzaldehyde (100-52-7) → (2S,4E)-2-(t-butyloxycarbonylamino)-5-phenylpent-4-enoic acid (1279038-98-0,261380-19-2) + (2S,4Z)-2-(t-butyloxycarbonylamino)-5-phenylpent-4-enoic acid (1393677-13-8,261380-19-2)

Guidance literature:

With potassium phosphate; In chlorobenzene; at 90 ℃; for 15h; Overall yield = 72 %; Overall yield = 42 mg; stereoselective reaction; Inert atmosphere;

DOI:10.1021/jo3013622

upstream raw materials:

di-tert-butyl dicarbonate

(R,E)-2-amino-5-phenylpent-4-enoic acid

allyl (S)-2-(t-butyloxycarbonylamino)-3-(methoxycarbonyl)propanoate

allyl (S)-2-[bis(t-butyloxycarbonyl)amino]-3-(methoxycarbonyl)propanoate

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