allyl {(R)-[5-(methoxyacetyl)amino]-3-(3-methoxyphenyl)pentyl}carbamate

Base Information

• Chemical Name: allyl {(R)-[5-(methoxyacetyl)amino]-3-(3-methoxyphenyl)pentyl}carbamate
• CAS No.: 1312363-52-2
• Molecular Formula: C₁₉H₂₈N₂O₅
• Molecular Weight: 364.442
• Mol file: 1312363-52-2.mol

Synonyms:allyl {(R)-[5-(methoxyacetyl)amino]-3-(3-methoxyphenyl)pentyl}carbamate

Chemical Property of allyl {(R)-[5-(methoxyacetyl)amino]-3-(3-methoxyphenyl)pentyl}carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl {(R)-[5-(methoxyacetyl)amino]-3-(3-methoxyphenyl)pentyl}carbamate

There total 5 articles about allyl {(R)-[5-(methoxyacetyl)amino]-3-(3-methoxyphenyl)pentyl}carbamate 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: 97.0%

N-[(S)-5-amino-3-(3-methoxyphenyl)pentyl]-2-methoxyacetamide (1312363-07-7) + Allyl chloroformate (2937-50-0) → allyl {(R)-[5-(methoxyacetyl)amino]-3-(3-methoxyphenyl)pentyl}carbamate (1312363-52-2)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 2h; optical yield given as %ee; Inert atmosphere;

DOI:10.1021/jo2007972

Reference yield:

3-(3-methoxyphenyl)pentane-1,5-diol (1263798-19-1) → allyl {(R)-[5-(methoxyacetyl)amino]-3-(3-methoxyphenyl)pentyl}carbamate (1312363-52-2)

Guidance literature:

Multi-step reaction with 5 steps

1: pyridine / dichloromethane / 0 - 20 °C

2: sodium azide / N,N-dimethyl-formamide / 14 h / 55 °C / Inert atmosphere

3: water; triphenylphosphine / methanol / 14 h / 70 °C

4: pseudomonas cepacia lipase type I / 1,4-dioxane / 72 h / 30 °C / Enzymatic reaction

5: triethylamine / dichloromethane / 2 h / 20 °C / Inert atmosphere

With pyridine; sodium azide; pseudomonas cepacia lipase type I; water; triethylamine; triphenylphosphine; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo2007972

Reference yield:

3-(3-methoxyphenyl)pentane-1,5-diazide (1312363-30-6) → allyl {(R)-[5-(methoxyacetyl)amino]-3-(3-methoxyphenyl)pentyl}carbamate (1312363-52-2)

Guidance literature:

Multi-step reaction with 3 steps

1: water; triphenylphosphine / methanol / 14 h / 70 °C

2: pseudomonas cepacia lipase type I / 1,4-dioxane / 72 h / 30 °C / Enzymatic reaction

3: triethylamine / dichloromethane / 2 h / 20 °C / Inert atmosphere

With pseudomonas cepacia lipase type I; water; triethylamine; triphenylphosphine; In 1,4-dioxane; methanol; dichloromethane;

DOI:10.1021/jo2007972

upstream raw materials:

3-(3-methoxyphenyl)pentane-1,5-diol

3-(3-methoxyphenyl)-1,5-diyl dimethanesulfonate

3-(3-methoxyphenyl)pentane-1,5-diazide

3-(3-methoxyphenyl)pentane-1,5-diamine