3-(N-tert-butyloxycarbonylamino)-4-iodo benzylbutyrate

Base Information

• Chemical Name: 3-(N-tert-butyloxycarbonylamino)-4-iodo benzylbutyrate
• CAS No.: 247217-25-0
• Molecular Formula: C₁₆H₂₂INO₄
• Molecular Weight: 419.259
• Mol file: 247217-25-0.mol

Synonyms:3-(N-tert-butyloxycarbonylamino)-4-iodo benzylbutyrate

Chemical Property of 3-(N-tert-butyloxycarbonylamino)-4-iodo benzylbutyrate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 3-(N-tert-butyloxycarbonylamino)-4-iodo benzylbutyrate

There total 2 articles about 3-(N-tert-butyloxycarbonylamino)-4-iodo benzylbutyrate 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: 70.0%

3-(N-tert-butyloxycarbonylamino)-4-hydroxy benzylbutyrate (220389-06-0) → 3-(N-tert-butyloxycarbonylamino)-4-iodo benzylbutyrate (247217-25-0)

Guidance literature:

With 1H-imidazole; diphenylphosphinopolystyrene; iodine; In dichloromethane; for 1h; Heating;

DOI:10.1002/(SICI)1099-1395(199907)12:7<577::AID-POC159>3.0.CO;2-F

Reference yield:

BOC-L-aspartic acid 4-benzyl ester (7536-58-5,98482-77-0) → 3-(N-tert-butyloxycarbonylamino)-4-iodo benzylbutyrate (247217-25-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / methyl chloroformate; NaBH₄; 4-methylmorfoline / tetrahydrofuran / 20 °C

2: 70 percent / polystyryldiphenylphosphine; I₂; imidazole / CH₂Cl₂ / 1 h / Heating

With 4-methyl-morpholine; 1H-imidazole; sodium tetrahydroborate; diphenylphosphinopolystyrene; iodine; methyl chloroformate; In tetrahydrofuran; dichloromethane; 1: Reduction / 2: Substitution;

DOI:10.1002/(SICI)1099-1395(199907)12:7<577::AID-POC159>3.0.CO;2-F

Reference yield: 56.0%

tetra-n-butylammonium cyanide (10442-39-4) + 3-(N-tert-butyloxycarbonylamino)-4-iodo benzylbutyrate (247217-25-0) → 3-(N-tert-butyloxycarbonylamino)-4-cyano benzylbutyrate (247217-26-1)

Guidance literature:

In dichloromethane; for 4h; Heating;

DOI:10.1002/(SICI)1099-1395(199907)12:7<577::AID-POC159>3.0.CO;2-F

upstream raw materials:

3-(N-tert-butyloxycarbonylamino)-4-hydroxy benzylbutyrate

BOC-L-aspartic acid 4-benzyl ester

Downstream raw materials:

3-(N-tert-butyloxycarbonylamino)-4-cyano benzylbutyrate

3-(N-fluorenylmethoxycarbonylamino)-4-cyano benzylbutyrate