(3R,4R)-3-benzyloxycarbonylamino-1-(1-methoxycarbonyl-2-methyl-1-propenyl)-4-(2-propenyl)-2-azetidinone

Base Information

• Chemical Name: (3R,4R)-3-benzyloxycarbonylamino-1-(1-methoxycarbonyl-2-methyl-1-propenyl)-4-(2-propenyl)-2-azetidinone
• CAS No.: 86489-21-6
• Molecular Formula: C₂₀H₂₄N₂O₅
• Molecular Weight: 372.421

Synonyms:(3R,4R)-3-benzyloxycarbonylamino-1-(1-methoxycarbonyl-2-methyl-1-propenyl)-4-(2-propenyl)-2-azetidinone

Chemical Property of (3R,4R)-3-benzyloxycarbonylamino-1-(1-methoxycarbonyl-2-methyl-1-propenyl)-4-(2-propenyl)-2-azetidinone

Chemical Property:

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Technology Process of (3R,4R)-3-benzyloxycarbonylamino-1-(1-methoxycarbonyl-2-methyl-1-propenyl)-4-(2-propenyl)-2-azetidinone

There total 3 articles about (3R,4R)-3-benzyloxycarbonylamino-1-(1-methoxycarbonyl-2-methyl-1-propenyl)-4-(2-propenyl)-2-azetidinone 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: 99.0%

(3R,4R)-3-amino-1-(1-methoxycarbonyl-2-methyl-1-propenyl)-4-(2-propenyl)2-azetidinone (80559-20-2) + benzyl chloroformate (501-53-1,94274-21-2) → (3R,4R)-3-benzyloxycarbonylamino-1-(1-methoxycarbonyl-2-methyl-1-propenyl)-4-(2-propenyl)-2-azetidinone (86489-21-6)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃;

DOI:10.1016/S0040-4039(00)61885-3

Reference yield:

S-4,6-dimethylpyrimidin-2-ylthiocarbonate + (3R,4R)-3-amino-1-(1-methoxycarbonyl-2-methyl-1-propenyl)-4-(2-propenyl)2-azetidinone (80559-20-2) → (3R,4R)-3-benzyloxycarbonylamino-1-(1-methoxycarbonyl-2-methyl-1-propenyl)-4-(2-propenyl)-2-azetidinone (86489-21-6)

Guidance literature:

In 1,4-dioxane; ethyl acetate; benzene;

Reference yield:

2,6-dimethylpyridine (108-48-5) + (3R,4R)-3-amino-1-(1-methoxycarbonyl-2-methyl-1-propenyl)-4-(2-propenyl)2-azetidinone (80559-20-2) + benzyl chloroformate (501-53-1,94274-21-2) → (3R,4R)-3-benzyloxycarbonylamino-1-(1-methoxycarbonyl-2-methyl-1-propenyl)-4-(2-propenyl)-2-azetidinone (86489-21-6)

Guidance literature:

In dichloromethane;

upstream raw materials:

(3R,4R)-3-amino-1-(1-methoxycarbonyl-2-methyl-1-propenyl)-4-(2-propenyl)2-azetidinone

benzyl chloroformate

2,6-dimethylpyridine

Downstream raw materials:

[(3R,4R)-3-Benzyloxycarbonylamino-2-oxo-4-(2-oxo-ethyl)-azetidin-1-yl]-oxo-acetic acid methyl ester

(3R,4R)-3-(N-benzyloxycarbonyl)-methylamino-1-(1-methoxycarbonyl-2-methyl-1-propenyl)-4-(2-propenyl)-2-azetidinone

methyl 2-[(3R,4R)-3-benzyloxycarbonylamino-2-oxo-4-(2-oxoethyl)azetidin-1-yl]-3-methylbut-2-enoate

(3R,4R)-3-benzyloxycarbonylamino-4-(2-hydroxyethyl)azetidin-2-one

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