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

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 benzoate
CAS No.:1301239-61-1
Molecular Formula:C₃₀H₃₁NO₅
Molecular Weight:485.58
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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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 benzoate

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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 benzoate

There total 6 articles about (1R)-1-[(2S,3S)-2-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(diphenylmethyl)-4-oxoazetidin-3-yl]ethyl benzoate 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: 89.0%

: 1017251-76-1
(3S,4S)-4-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(diphenylmethyl)-3-[(1S)-1-hydroxyethyl]azetidin-2-one

: 65-85-0,8013-63-6
benzoic acid

: 1301239-61-1
(1R)-1-[(2S,3S)-2-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(diphenylmethyl)-4-oxoazetidin-3-yl]ethyl benzoate

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; for 2.5h;
DOI:10.1055/s-0030-1258407

Reference yield:

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

: 1301239-61-1
(1R)-1-[(2S,3S)-2-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(diphenylmethyl)-4-oxoazetidin-3-yl]ethyl benzoate

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: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 2.5 h / 20 °C

With 4-methyl-1H-imidazole; titanium tetrachloride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; 3.1: Mitsunobu reaction;
DOI:10.1055/s-0030-1258407

Reference yield:

: 15042-01-0
5,6-O-isopropylidene-L-ascorbic acid

: 1301239-61-1
(1R)-1-[(2S,3S)-2-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(diphenylmethyl)-4-oxoazetidin-3-yl]ethyl benzoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: dihydrogen peroxide; calcium carbonate / water / 4 h / 20 - 50 °C

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

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

4.1: 4-methyl-1H-imidazole / tetrahydrofuran / 168 h / -78 °C

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

5.2: 0.25 h / -78 °C

6.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 2.5 h / 20 °C

With calcium hypochlorite; 4-methyl-1H-imidazole; dihydrogen peroxide; sodium acetate; titanium tetrachloride; magnesium sulfate; acetic acid; triphenylphosphine; calcium carbonate; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; water; 6.1: Mitsunobu reaction;
DOI:10.1055/s-0030-1258407