(E)-3-{(2R,3S)-1-[(S)-2-Methanesulfonyloxy-1-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-ethyl]-3-methoxy-4-oxo-azetidin-2-yl}-acrylic acid benzyl ester

Base Information

Chemical Name:(E)-3-{(2R,3S)-1-[(S)-2-Methanesulfonyloxy-1-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-ethyl]-3-methoxy-4-oxo-azetidin-2-yl}-acrylic acid benzyl ester
CAS No.:250694-95-2
Molecular Formula:C₂₇H₃₇NO₁₁S
Molecular Weight:583.657
Hs Code.:

(E)-3-{(2R,3S)-1-[(S)-2-Methanesulfonyloxy-1-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-ethyl]-3-methoxy-4-oxo-azetidin-2-yl}-acrylic acid benzyl ester

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Chemical Property of (E)-3-{(2R,3S)-1-[(S)-2-Methanesulfonyloxy-1-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-ethyl]-3-methoxy-4-oxo-azetidin-2-yl}-acrylic acid benzyl ester

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Technology Process of (E)-3-{(2R,3S)-1-[(S)-2-Methanesulfonyloxy-1-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-ethyl]-3-methoxy-4-oxo-azetidin-2-yl}-acrylic acid benzyl ester

There total 3 articles about (E)-3-{(2R,3S)-1-[(S)-2-Methanesulfonyloxy-1-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-ethyl]-3-methoxy-4-oxo-azetidin-2-yl}-acrylic acid benzyl 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:

: 162490-36-0
(E)-3-{(2R,3S)-1-[(R)-2,2-Bis-propylsulfanyl-1-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-ethyl]-3-methoxy-4-oxo-azetidin-2-yl}-acrylic acid benzyl ester

: 250694-95-2
(E)-3-{(2R,3S)-1-[(S)-2-Methanesulfonyloxy-1-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-ethyl]-3-methoxy-4-oxo-azetidin-2-yl}-acrylic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / PhI(OCOCF₃)2; NaHCO₃; H₂O / acetonitrile / 20 °C

2: NaBH₄ / ethanol / 0 °C

3: pyridine; DMAP

With pyridine; dmap; sodium tetrahydroborate; water; sodium hydrogencarbonate; bis-[(trifluoroacetoxy)iodo]benzene; In ethanol; acetonitrile; 1: Hydrolysis / 2: Reduction / 3: Mesylation;
DOI:10.1055/s-1999-3167

Reference yield:

: 250694-90-7
(E)-3-{(2R,3S)-3-Methoxy-4-oxo-1-[(R)-2-oxo-1-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-ethyl]-azetidin-2-yl}-acrylic acid benzyl ester

: 250694-95-2
(E)-3-{(2R,3S)-1-[(S)-2-Methanesulfonyloxy-1-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-ethyl]-3-methoxy-4-oxo-azetidin-2-yl}-acrylic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: NaBH₄ / ethanol / 0 °C

2: pyridine; DMAP

With pyridine; dmap; sodium tetrahydroborate; In ethanol; 1: Reduction / 2: Mesylation;
DOI:10.1055/s-1999-3167