Carbamic acid (4S,5S)-5-((2S,3R)-1-benzyl-3-benzyloxy-4-oxo-azetidin-2-yl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

Base Information

Chemical Name:Carbamic acid (4S,5S)-5-((2S,3R)-1-benzyl-3-benzyloxy-4-oxo-azetidin-2-yl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester
CAS No.:213480-21-8
Molecular Formula:C₂₄H₂₈N₂O₆
Molecular Weight:440.496
Hs Code.:

Synonyms:Carbamic acid (4S,5S)-5-((2S,3R)-1-benzyl-3-benzyloxy-4-oxo-azetidin-2-yl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

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Chemical Property of Carbamic acid (4S,5S)-5-((2S,3R)-1-benzyl-3-benzyloxy-4-oxo-azetidin-2-yl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

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Technology Process of Carbamic acid (4S,5S)-5-((2S,3R)-1-benzyl-3-benzyloxy-4-oxo-azetidin-2-yl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

There total 5 articles about Carbamic acid (4S,5S)-5-((2S,3R)-1-benzyl-3-benzyloxy-4-oxo-azetidin-2-yl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl 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:

: Carbonic acid (4S,5S)-5-((2S,3R)-1-benzyl-3-benzyloxy-4-oxo-azetidin-2-yl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester 4-nitro-phenyl ester

: 213480-21-8
Carbamic acid (4S,5S)-5-((2S,3R)-1-benzyl-3-benzyloxy-4-oxo-azetidin-2-yl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

Guidance literature:: With ammonium hydroxide; In tetrahydrofuran; at 0 - 20 ℃; for 0.5h;
DOI:10.1021/jo980354x

Reference yield:

: 81028-12-8
(4S,5R)-4-benzyloxymethyl-2,2-dimethyl-1,3-dioxolane-5-carboxaldehyde

: 213480-21-8
Carbamic acid (4S,5S)-5-((2S,3R)-1-benzyl-3-benzyloxy-4-oxo-azetidin-2-yl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 4A MS / CH₂Cl₂ / 1 h / 0 °C

2: 8.29 g / triethylamine / CH₂Cl₂ / -78 - 20 °C

3: 95 percent / hydrogen / Pd/C / methanol / 20 °C / 760 Torr

4: pyridine / CH₂Cl₂ / 0.75 h / 0 - 20 °C

5: 9.95 g / aq. NH₃ / tetrahydrofuran / 0.5 h / 0 - 20 °C

With pyridine; ammonium hydroxide; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; 1: Condensation / 2: Cycloaddition / 3: Hydrogenolysis / 4: Esterification / 5: ammonolysis;
DOI:10.1021/jo980354x

Reference yield:

: Benzyl-[1-((4S,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-meth-(E)-ylidene]-amine

: 213480-21-8
Carbamic acid (4S,5S)-5-((2S,3R)-1-benzyl-3-benzyloxy-4-oxo-azetidin-2-yl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 8.29 g / triethylamine / CH₂Cl₂ / -78 - 20 °C

2: 95 percent / hydrogen / Pd/C / methanol / 20 °C / 760 Torr

3: pyridine / CH₂Cl₂ / 0.75 h / 0 - 20 °C

4: 9.95 g / aq. NH₃ / tetrahydrofuran / 0.5 h / 0 - 20 °C

With pyridine; ammonium hydroxide; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; 1: Cycloaddition / 2: Hydrogenolysis / 3: Esterification / 4: ammonolysis;
DOI:10.1021/jo980354x