benzyl (3R)-tert-butoxycarbonylamino-4-(5-cyano-2-iodophenoxy)butyric acid

Base Information

• Chemical Name: benzyl (3R)-tert-butoxycarbonylamino-4-(5-cyano-2-iodophenoxy)butyric acid
• CAS No.: 210963-56-7
• Molecular Formula: C₂₃H₂₅IN₂O₅
• Molecular Weight: 536.366
• Mol file: 210963-56-7.mol

Synonyms:benzyl (3R)-tert-butoxycarbonylamino-4-(5-cyano-2-iodophenoxy)butyric acid

Chemical Property of benzyl (3R)-tert-butoxycarbonylamino-4-(5-cyano-2-iodophenoxy)butyric acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl (3R)-tert-butoxycarbonylamino-4-(5-cyano-2-iodophenoxy)butyric acid

There total 7 articles about benzyl (3R)-tert-butoxycarbonylamino-4-(5-cyano-2-iodophenoxy)butyric 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: 67.0%

(R)-3-((tert-butoxycarbonyl)amino)-4-hydroxybutyric acid benzyl ester (182748-72-7) + 3-hydroxy-4-iodobenzonitrile (210962-75-7) → benzyl (3R)-tert-butoxycarbonylamino-4-(5-cyano-2-iodophenoxy)butyric acid (210963-56-7)

Guidance literature:

With diamide; triphenylphosphine; In toluene; at 0 ℃;

DOI:10.1021/jm020485x

Reference yield:

diamide (10465-78-8) + (R)-3-((tert-butoxycarbonyl)amino)-4-hydroxybutyric acid benzyl ester (182748-72-7) + 3-hydroxy-4-iodobenzonitrile (210962-75-7) → benzyl (3R)-tert-butoxycarbonylamino-4-(5-cyano-2-iodophenoxy)butyric acid (210963-56-7)

Guidance literature:

With triphenylphosphine; In toluene;

Reference yield:

4-benzyl Boc-D-aspartate (51186-58-4,98482-77-0) → benzyl (3R)-tert-butoxycarbonylamino-4-(5-cyano-2-iodophenoxy)butyric acid (210963-56-7)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / tetrahydrofuran / 0.17 h / 0 °C

2: 5.28 g / aq. NaBH₄ / tetrahydrofuran / 0.05 h / 0 °C

3: 67 percent / N,N,N',N'-tetramethylazodicarboxamide; triphenylphosphine / toluene / 0 °C

With sodium tetrahydroborate; diamide; triethylamine; triphenylphosphine; In tetrahydrofuran; toluene;

DOI:10.1021/jm020485x

upstream raw materials:

(R)-3-((tert-butoxycarbonyl)amino)-4-hydroxybutyric acid benzyl ester

3-hydroxy-4-iodobenzonitrile

4-benzyl Boc-D-aspartate

diamide

Downstream raw materials:

methyl 2-acetamido-3-[(2-butoxycarbonylcarbonylamino-3-benzyloxycarbonylpropoxy)-4-cyanophenyl]acrylate

methyl 2-acetamido-3-[2-[(R)-2-[1-(4-pyridyl)piperidine-4-carbonyl]amino-3-benzyloxycarbonylpropoxy]-4-cyanophenyl]acrylate

methyl 2-acetamido-3-[4-amidino-2-[(2R)-3-ethoxycarbonyl-2-[4-(piperidyl-4-oxy)benzoylamino]propoxy]phenyl]acrylate

methyl 2-acetamido-3-[2-(2R)-2-[4-(1-tert-butoxycarbonylpiperidyl-4-oxy)benzoylamino-3-benzyloxycarbonylpropoxy]-4-cyanophenyl]acrylate