(-)-1-[(1′,2′-dideoxy-3′,4′;5′,6′-di-O-isopropylene-1′-methoxycarbonylmethylene)-D-2′-glucosyl]-4β-[(1α,2α)-epoxy-1-methyl-2-phenylethyl]-3β-methoxy-2-azetidinone

Base Information

Chemical Name:(-)-1-[(1′,2′-dideoxy-3′,4′;5′,6′-di-O-isopropylene-1′-methoxycarbonylmethylene)-D-2′-glucosyl]-4β-[(1α,2α)-epoxy-1-methyl-2-phenylethyl]-3β-methoxy-2-azetidinone
CAS No.:1415686-95-1
Molecular Formula:C₂₈H₃₇NO₉
Molecular Weight:531.603
Hs Code.:

(-)-1-[(1′,2′-dideoxy-3′,4′;5′,6′-di-O-isopropylene-1′-methoxycarbonylmethylene)-D-2′-glucosyl]-4β-[(1α,2α)-epoxy-1-methyl-2-phenylethyl]-3β-methoxy-2-azetidinone

Synonyms:(-)-1-[(1′,2′-dideoxy-3′,4′;5′,6′-di-O-isopropylene-1′-methoxycarbonylmethylene)-D-2′-glucosyl]-4β-[(1α,2α)-epoxy-1-methyl-2-phenylethyl]-3β-methoxy-2-azetidinone

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Chemical Property of (-)-1-[(1′,2′-dideoxy-3′,4′;5′,6′-di-O-isopropylene-1′-methoxycarbonylmethylene)-D-2′-glucosyl]-4β-[(1α,2α)-epoxy-1-methyl-2-phenylethyl]-3β-methoxy-2-azetidinone

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Technology Process of (-)-1-[(1′,2′-dideoxy-3′,4′;5′,6′-di-O-isopropylene-1′-methoxycarbonylmethylene)-D-2′-glucosyl]-4β-[(1α,2α)-epoxy-1-methyl-2-phenylethyl]-3β-methoxy-2-azetidinone

There total 1 articles about (-)-1-[(1′,2′-dideoxy-3′,4′;5′,6′-di-O-isopropylene-1′-methoxycarbonylmethylene)-D-2′-glucosyl]-4β-[(1α,2α)-epoxy-1-methyl-2-phenylethyl]-3β-methoxy-2-azetidinone 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:

: C₂₅H₃₃NO₇

: 1415686-95-1
(-)-1-[(1′,2′-dideoxy-3′,4′;5′,6′-di-O-isopropylene-1′-methoxycarbonylmethylene)-D-2′-glucosyl]-4β-[(1α,2α)-epoxy-1-methyl-2-phenylethyl]-3β-methoxy-2-azetidinone

Guidance literature:: Multi-step reaction with 2 steps

1: tetrahydrofuran / 20 °C / Inert atmosphere

2: sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 4 h / 20 °C / Inert atmosphere

With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; 1: |Wittig Olefination;
DOI:10.1016/j.tet.2011.11.015

Reference yield: 94.0%

: 1415686-95-1
(-)-1-[(1′,2′-dideoxy-3′,4′;5′,6′-di-O-isopropylene-1′-methoxycarbonylmethylene)-D-2′-glucosyl]-4β-[(1α,2α)-epoxy-1-methyl-2-phenylethyl]-3β-methoxy-2-azetidinone

: 1415686-97-3
C₂₅H₃₃NO₈

Guidance literature:: (-)-1-[(1′,2′-dideoxy-3′,4′;5′,6′-di-O-isopropylene-1′-methoxycarbonylmethylene)-D-2′-glucosyl]-4β-[(1α,2α)-epoxy-1-methyl-2-phenylethyl]-3β-methoxy-2-azetidinone; With ozone; In dichloromethane; at -78 ℃; for 0.333333h;

With dimethylsulfide; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1016/j.tet.2011.11.015

Reference yield:

: 1415686-95-1
(-)-1-[(1′,2′-dideoxy-3′,4′;5′,6′-di-O-isopropylene-1′-methoxycarbonylmethylene)-D-2′-glucosyl]-4β-[(1α,2α)-epoxy-1-methyl-2-phenylethyl]-3β-methoxy-2-azetidinone

: 1415686-84-8
C₂₅H₃₂N₂O₇

Guidance literature:: Multi-step reaction with 2 steps

1.1: ozone / dichloromethane / 0.33 h / -78 °C

1.2: 1 h / 0 °C

2.1: N,N-Dimethylhydrazine / methanol / 20 °C / Inert atmosphere

2.2: 0.17 h / 0 °C

With ozone; N,N-Dimethylhydrazine; In methanol; dichloromethane;
DOI:10.1016/j.tet.2011.11.015