2H-1-Benzopyran-5-carboxylicacid,3-amino-3,4-dihydro-,methylester,(3S)-(9CI)

Base Information

• Chemical Name: 2H-1-Benzopyran-5-carboxylicacid,3-amino-3,4-dihydro-,methylester,(3S)-(9CI)
• CAS No.: 627099-61-0
• Molecular Formula: C11H13NO3
• Molecular Weight: 207.23
• Mol file: 627099-61-0.mol

Synonyms:2H-1-Benzopyran-5-carboxylicacid,3-amino-3,4-dihydro-,methylester,(3S)-(9CI)

Chemical Property of 2H-1-Benzopyran-5-carboxylicacid,3-amino-3,4-dihydro-,methylester,(3S)-(9CI)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2H-1-Benzopyran-5-carboxylicacid,3-amino-3,4-dihydro-,methylester,(3S)-(9CI)

There total 4 articles about 2H-1-Benzopyran-5-carboxylicacid,3-amino-3,4-dihydro-,methylester,(3S)-(9CI) 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: 43.0%

dithiocarbonic acid S-[3-(3-acetylphenoxy)-2-(tert-butoxycarbonylamino)propyl] ester O-ethyl ester (627099-45-0) → methyl (3S)-3-amino-3,4-dihydro-2H-1-benzopyran-5-carboxylate (627099-61-0)

Guidance literature:

dithiocarbonic acid S-[3-(3-acetylphenoxy)-2-(tert-butoxycarbonylamino)propyl] ester O-ethyl ester; With dilauryl peroxide; In chlorobenzene; at 80 ℃;

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 5h;

DOI:10.1021/ol0353215

Reference yield:

[2-(3-acetylphenoxy)-1-(hydroxymethyl)ethyl]carbamic acid tert-butyl ester (627099-24-5) → methyl (3S)-3-amino-3,4-dihydro-2H-1-benzopyran-5-carboxylate (627099-61-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 79 percent / triphenylphosphine; iodine; imidazole / toluene; acetonitrile / 4 h / 20 °C

2.1: 98 percent / acetonitrile / 18 h / 20 °C

3.1: dilauroyl peroxide / chlorobenzene / 80 °C

3.2: 43 percent / trifluoroacetic acid / CH₂Cl₂ / 5 h / 20 °C

With 1H-imidazole; dilauryl peroxide; iodine; triphenylphosphine; In chlorobenzene; toluene; acetonitrile;

DOI:10.1021/ol0353215

Reference yield:

[2-(3-acetylphenoxy)-1-(iodomethyl)ethyl]carbamic acid tert-butyl ester (627099-33-6) → methyl (3S)-3-amino-3,4-dihydro-2H-1-benzopyran-5-carboxylate (627099-61-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 98 percent / acetonitrile / 18 h / 20 °C

2.1: dilauroyl peroxide / chlorobenzene / 80 °C

2.2: 43 percent / trifluoroacetic acid / CH₂Cl₂ / 5 h / 20 °C

With dilauryl peroxide; In chlorobenzene; acetonitrile;

DOI:10.1021/ol0353215

upstream raw materials:

dithiocarbonic acid S-[3-(3-acetylphenoxy)-2-(tert-butoxycarbonylamino)propyl] ester O-ethyl ester

[2-(3-acetylphenoxy)-1-(hydroxymethyl)ethyl]carbamic acid tert-butyl ester

[2-(3-acetylphenoxy)-1-(iodomethyl)ethyl]carbamic acid tert-butyl ester

4-(3-acetylphenoxymethyl)-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester