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

Base Information

Chemical Name:(1R)-1-[(2S,3S)-2-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(diphenylmethyl)-4-oxoazetidin-3-yl]ethyl acetate
CAS No.:1301239-65-5
Molecular Formula:C₂₅H₂₉NO₅
Molecular Weight:423.509
Hs Code.:

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

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

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

There total 7 articles about (1R)-1-[(2S,3S)-2-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(diphenylmethyl)-4-oxoazetidin-3-yl]ethyl acetate 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: 52.0%

: 1301239-63-3
(1S)-1-[(2S,3S)-2-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(diphenylmethyl)-4-oxoazetidin-3-yl]ethyl methanesulfonate

: 64-19-7,77671-22-8
acetic acid

: 1301239-67-7
(3E,4S)-4-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(diphenylmethyl)-3-ethylideneazetidin-2-one

: 1301239-69-9
(3Z,4S)-4-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(diphenylmethyl)-3-ethylideneazetidin-2-one

: 1301239-65-5
(1R)-1-[(2S,3S)-2-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(diphenylmethyl)-4-oxoazetidin-3-yl]ethyl acetate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; at 80 ℃; for 4h;
DOI:10.1055/s-0030-1258407

Reference yield:

: 1301239-46-2
{[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methylene}-1,1-diphenylmethanamine

: 1301239-67-7
(3E,4S)-4-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(diphenylmethyl)-3-ethylideneazetidin-2-one

: 1301239-69-9
(3Z,4S)-4-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(diphenylmethyl)-3-ethylideneazetidin-2-one

: 1301239-65-5
(1R)-1-[(2S,3S)-2-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(diphenylmethyl)-4-oxoazetidin-3-yl]ethyl acetate

Guidance literature:: Multi-step reaction with 4 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

4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 4 h / 80 °C

With 4-methyl-1H-imidazole; titanium tetrachloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1055/s-0030-1258407

Reference yield:

: 98733-24-5
calcium bis[(2R)-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl](hydroxy)acetate]

: 1301239-67-7
(3E,4S)-4-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(diphenylmethyl)-3-ethylideneazetidin-2-one

: 1301239-69-9
(3Z,4S)-4-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(diphenylmethyl)-3-ethylideneazetidin-2-one

: 1301239-65-5
(1R)-1-[(2S,3S)-2-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(diphenylmethyl)-4-oxoazetidin-3-yl]ethyl acetate

Guidance literature:: Multi-step reaction with 6 steps

1.1: calcium hypochlorite; sodium acetate; acetic acid / water / 0.58 h / 50 °C

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

3.1: 4-methyl-1H-imidazole / tetrahydrofuran / 168 h / -78 °C

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

4.2: 0.25 h / -78 °C

5.1: triethylamine / dichloromethane / 0 - 20 °C

6.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 4 h / 80 °C

With calcium hypochlorite; 4-methyl-1H-imidazole; sodium acetate; titanium tetrachloride; magnesium sulfate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; dichloromethane; water; toluene;
DOI:10.1055/s-0030-1258407