(1S)-1-[(2S,3S)-2-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(diphenylmethyl)-4-oxoazetidin-3-yl]ethyl methanesulfonate

Base Information

• Chemical Name: (1S)-1-[(2S,3S)-2-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(diphenylmethyl)-4-oxoazetidin-3-yl]ethyl methanesulfonate
• CAS No.: 1301239-63-3
• Molecular Formula: C₂₄H₂₉NO₆S
• Molecular Weight: 459.563
• Mol file: 1301239-63-3.mol

Synonyms:(1S)-1-[(2S,3S)-2-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(diphenylmethyl)-4-oxoazetidin-3-yl]ethyl methanesulfonate

Chemical Property of (1S)-1-[(2S,3S)-2-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(diphenylmethyl)-4-oxoazetidin-3-yl]ethyl methanesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S)-1-[(2S,3S)-2-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(diphenylmethyl)-4-oxoazetidin-3-yl]ethyl methanesulfonate

There total 6 articles about (1S)-1-[(2S,3S)-2-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(diphenylmethyl)-4-oxoazetidin-3-yl]ethyl methanesulfonate 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: 80.0%

(3S,4S)-4-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(diphenylmethyl)-3-[(1S)-1-hydroxyethyl]azetidin-2-one (1017251-76-1) + methanesulfonyl chloride (124-63-0) → (1S)-1-[(2S,3S)-2-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(diphenylmethyl)-4-oxoazetidin-3-yl]ethyl methanesulfonate (1301239-63-3)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1055/s-0030-1258407

Reference yield:

(4S)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde (22323-80-4) → (1S)-1-[(2S,3S)-2-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(diphenylmethyl)-4-oxoazetidin-3-yl]ethyl methanesulfonate (1301239-63-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: magnesium sulfate / dichloromethane / 0.5 h / 20 °C

2.1: 4-methyl-1H-imidazole / tetrahydrofuran / 168 h / -78 °C

3.1: titanium tetrachloride / dichloromethane / 0.17 h / -78 °C

3.2: 0.25 h / -78 °C

4.1: triethylamine / dichloromethane / 0 - 20 °C

With 4-methyl-1H-imidazole; titanium tetrachloride; magnesium sulfate; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1055/s-0030-1258407

Reference yield:

{[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methylene}-1,1-diphenylmethanamine (1301239-46-2) → (1S)-1-[(2S,3S)-2-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(diphenylmethyl)-4-oxoazetidin-3-yl]ethyl methanesulfonate (1301239-63-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 4-methyl-1H-imidazole / tetrahydrofuran / 168 h / -78 °C

2.1: titanium tetrachloride / dichloromethane / 0.17 h / -78 °C

2.2: 0.25 h / -78 °C

3.1: triethylamine / dichloromethane / 0 - 20 °C

With 4-methyl-1H-imidazole; titanium tetrachloride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1055/s-0030-1258407

upstream raw materials:

{[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methylene}-1,1-diphenylmethanamine

(3S,4S)-3-acetyl-4-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(diphenylmethyl)azetidin-2-one

(3S,4S)-4-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(diphenylmethyl)-3-[(1S)-1-hydroxyethyl]azetidin-2-one

methanesulfonyl chloride

Downstream raw materials:

(3S,4S)-4-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(diphenylmethyl)-3-[(1R)-1-hydroxyethyl]azetidin-2-one

(3S,4S)-4-[(1R)-1,2-dihydroxyethyl]-1-(diphenylmethyl)-3-[(1R)-1-hydroxyethyl]azetidin-2-one

(2S,3S)-1-(diphenylmethyl)-3-[(1R)-1-hydroxyethyl]-4-oxoazetidine-2-carboxylic acid

(2R,3R)-1-(diphenylmethyl)-3-[(1R)-1-hydroxyethyl]-4-oxoazetidine-2-yl acetate