1-diazo-3-{[(tert-butoxy)carbonyl]amino}-4-[(4-methoxybenzyl)selanyl]butan-2-one

Base Information

• Chemical Name: 1-diazo-3-{[(tert-butoxy)carbonyl]amino}-4-[(4-methoxybenzyl)selanyl]butan-2-one
• CAS No.: 959415-40-8
• Molecular Formula: C₁₇H₂₃N₃O₄Se
• Molecular Weight: 412.347
• Mol file: 959415-40-8.mol

Synonyms:1-diazo-3-{[(tert-butoxy)carbonyl]amino}-4-[(4-methoxybenzyl)selanyl]butan-2-one

Chemical Property of 1-diazo-3-{[(tert-butoxy)carbonyl]amino}-4-[(4-methoxybenzyl)selanyl]butan-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-diazo-3-{[(tert-butoxy)carbonyl]amino}-4-[(4-methoxybenzyl)selanyl]butan-2-one

There total 2 articles about 1-diazo-3-{[(tert-butoxy)carbonyl]amino}-4-[(4-methoxybenzyl)selanyl]butan-2-one 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: 82.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + (R)-2-((tert-butoxycarbonyl)amino)-3-((4-methoxybenzyl)selanyl)propanoic acid (959415-39-5) → 1-diazo-3-{[(tert-butoxy)carbonyl]amino}-4-[(4-methoxybenzyl)selanyl]butan-2-one (959415-40-8)

Guidance literature:

With triethylamine; isobutyl chloroformate; In tetrahydrofuran; diethyl ether; at 0 - 20 ℃;

DOI:10.1002/hlca.200790171

Reference yield:

Se-(4-methoxybenzyl)-L-selenocysteine (146552-76-3) → 1-diazo-3-{[(tert-butoxy)carbonyl]amino}-4-[(4-methoxybenzyl)selanyl]butan-2-one (959415-40-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 925 mg / aq. NaHCO₃ / acetonitrile

2: 82 percent / Et₃N; ClCO₂iBu / tetrahydrofuran; diethyl ether / 0 - 20 °C

With sodium hydrogencarbonate; triethylamine; isobutyl chloroformate; In tetrahydrofuran; diethyl ether; acetonitrile;

DOI:10.1002/hlca.200790171

Reference yield: 88.0%

1-diazo-3-{[(tert-butoxy)carbonyl]amino}-4-[(4-methoxybenzyl)selanyl]butan-2-one (959415-40-8) → 3-{[(tert-butoxy)carbonyl]amino}-4-[(4-methoxybenzyl)selanyl]butanoic acid (959415-41-9)

Guidance literature:

With water; silver benzoate; In tetrahydrofuran; at 20 ℃; for 4h; ultrasonicated;

DOI:10.1002/hlca.200790171

upstream raw materials:

diazomethane

(R)-2-((tert-butoxycarbonyl)amino)-3-((4-methoxybenzyl)selanyl)propanoic acid

Se-(4-methoxybenzyl)-L-selenocysteine

Downstream raw materials:

3-{[(tert-butoxy)carbonyl]amino}-4-[(4-methoxybenzyl)selanyl]butanoic acid