Carbamic acid, [(1S)-2-[[2-[(1E)-2-[(2R)-3,6-dihydro-6-oxo-2H-pyran-2-yl]ethenyl]phenyl ]amino]-1-methyl-2-oxoethyl]-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: Carbamic acid, [(1S)-2-[[2-[(1E)-2-[(2R)-3,6-dihydro-6-oxo-2H-pyran-2-yl]ethenyl]phenyl ]amino]-1-methyl-2-oxoethyl]-, 1,1-dimethylethyl ester
• CAS No.: 875433-98-0
• Molecular Formula: C21H26N2O5
• Molecular Weight: 386.448
• Mol file: 875433-98-0.mol

Synonyms:

Chemical Property of Carbamic acid, [(1S)-2-[[2-[(1E)-2-[(2R)-3,6-dihydro-6-oxo-2H-pyran-2-yl]ethenyl]phenyl ]amino]-1-methyl-2-oxoethyl]-, 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Carbamic acid, [(1S)-2-[[2-[(1E)-2-[(2R)-3,6-dihydro-6-oxo-2H-pyran-2-yl]ethenyl]phenyl ]amino]-1-methyl-2-oxoethyl]-, 1,1-dimethylethyl ester

There total 3 articles about Carbamic acid, [(1S)-2-[[2-[(1E)-2-[(2R)-3,6-dihydro-6-oxo-2H-pyran-2-yl]ethenyl]phenyl ]amino]-1-methyl-2-oxoethyl]-, 1,1-dimethylethyl ester 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: 81.0%

(R)-6-[(E)-2-(2-Amino-phenyl)-vinyl]-5,6-dihydro-pyran-2-one (875433-94-6) + L-N-Boc-Ala (15761-38-3) → (1-{2-[2-(6-oxo-3,6-dihydro-2H-pyran-2-yl)-vinyl]-phenylcarbamoyl}-ethyl)-carbamic acid tert-butyl ester (875433-98-0)

Guidance literature:

With dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1248/cpb.53.1387

Reference yield:

(R)-6-[(E)-2-(2-nitrophenyl)ethenyl]-5,6-dihydro-2H-pyran-2-one (875433-92-4) → (1-{2-[2-(6-oxo-3,6-dihydro-2H-pyran-2-yl)-vinyl]-phenylcarbamoyl}-ethyl)-carbamic acid tert-butyl ester (875433-98-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 61 percent / tin(II) chloride dihydrate / dimethylformamide; CH₂Cl₂ / 3 h / 20 °C

2: 81 percent / dicyclohexylcarbodiimide / CH₂Cl₂ / 1 h / 20 °C

With dicyclohexyl-carbodiimide; tin(ll) chloride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.53.1387

Reference yield:

(R)-goniothalamin (22639-28-7,57885-00-4,118204-01-6,122046-62-2,17303-67-2) → (1-{2-[2-(6-oxo-3,6-dihydro-2H-pyran-2-yl)-vinyl]-phenylcarbamoyl}-ethyl)-carbamic acid tert-butyl ester (875433-98-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 52 percent / HNO₃; Ac₂O; glacial acetic acid / 2 h / 20 °C

2: 61 percent / tin(II) chloride dihydrate / dimethylformamide; CH₂Cl₂ / 3 h / 20 °C

3: 81 percent / dicyclohexylcarbodiimide / CH₂Cl₂ / 1 h / 20 °C

With nitric acid; acetic anhydride; acetic acid; dicyclohexyl-carbodiimide; tin(ll) chloride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.53.1387

upstream raw materials:

(R)-6-[(E)-2-(2-Amino-phenyl)-vinyl]-5,6-dihydro-pyran-2-one

L-N-Boc-Ala

(R)-6-[(E)-2-(2-nitrophenyl)ethenyl]-5,6-dihydro-2H-pyran-2-one

(R)-goniothalamin