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

Base Information

Chemical Name:Methanesulfonic acid (2S,3R)-1-benzyl-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-oxo-azetidin-3-yl ester
CAS No.:869283-87-4
Molecular Formula:C₁₆H₂₁NO₆S
Molecular Weight:355.412
Hs Code.:

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

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

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

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

: 143159-97-1
(+)-(3R,4S)-cis-1-benzyl-3-benzyloxy-4-[(S)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-azetidinone

: 869283-87-4
Methanesulfonic acid (2S,3R)-1-benzyl-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-oxo-azetidin-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / HCOONH₄ / Pd/C / methanol / 0.5 h / Heating

2: 91 percent / Et₃N / CH₂Cl₂ / 2 h / -10 - 20 °C

With ammonium formate; triethylamine; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1055/s-2005-872263

Reference yield: 95.0%

: 869283-87-4
Methanesulfonic acid (2S,3R)-1-benzyl-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-oxo-azetidin-3-yl ester

: 869283-89-6
Methanesulfonic acid (2S,3R)-1-benzyl-2-((S)-1,2-dihydroxy-ethyl)-4-oxo-azetidin-3-yl ester

Guidance literature:: With toluene-4-sulfonic acid; In tetrahydrofuran; Heating;
DOI:10.1055/s-2005-872263

Reference yield:

: 869283-87-4
Methanesulfonic acid (2S,3R)-1-benzyl-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-oxo-azetidin-3-yl ester

: (1S,5R)-6-benzyl-3-oxa-6-azabicyclo[3.1.0]hexan-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / aq. PTSA / tetrahydrofuran / Heating

2: 80 percent / NaIO₄*silica gel / methanol / 3.5 h / 20 °C

3: 82 percent / NaBH₄ / methanol; tetrahydrofuran / 3 h / 20 °C

4: 80 percent / HCl / methanol / 8 h / Heating

With hydrogenchloride; sodium tetrahydroborate; sodium periodate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol;
DOI:10.1055/s-2005-872263