(Z)-3-[5-((3aS,4S,6R,6aR)-6-Benzoyloxymethyl-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-tetrazol-2-yl]-pent-2-enedioic acid dimethyl ester

Base Information

Chemical Name:(Z)-3-[5-((3aS,4S,6R,6aR)-6-Benzoyloxymethyl-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-tetrazol-2-yl]-pent-2-enedioic acid dimethyl ester
CAS No.:199184-03-7
Molecular Formula:C₂₄H₂₈N₄O₈
Molecular Weight:500.508
Hs Code.:

Synonyms:(Z)-3-[5-((3aS,4S,6R,6aR)-6-Benzoyloxymethyl-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-tetrazol-2-yl]-pent-2-enedioic acid dimethyl ester

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Chemical Property of (Z)-3-[5-((3aS,4S,6R,6aR)-6-Benzoyloxymethyl-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-tetrazol-2-yl]-pent-2-enedioic acid dimethyl ester

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Technology Process of (Z)-3-[5-((3aS,4S,6R,6aR)-6-Benzoyloxymethyl-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-tetrazol-2-yl]-pent-2-enedioic acid dimethyl ester

There total 2 articles about (Z)-3-[5-((3aS,4S,6R,6aR)-6-Benzoyloxymethyl-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-tetrazol-2-yl]-pent-2-enedioic acid dimethyl 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: 73.0%

: 120461-65-6
dimethyl 3-chloro-2-pentenedioate

: 153439-68-0
Benzoic acid (3aR,4R,6S,6aS)-2,2-dimethyl-6-(2H-tetrazol-5-yl)-tetrahydro-cyclopenta[1,3]dioxol-4-ylmethyl ester

: 199184-03-7
(Z)-3-[5-((3aS,4S,6R,6aR)-6-Benzoyloxymethyl-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-tetrazol-2-yl]-pent-2-enedioic acid dimethyl ester

Guidance literature:: With triethylamine; In tetrahydrofuran; at -5 ℃; for 4h;
DOI:10.1080/07328319708006198

Reference yield:

: Benzoic acid (3aR,4R,6S,6aS)-6-cyano-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-ylmethyl ester

: 199184-03-7
(Z)-3-[5-((3aS,4S,6R,6aR)-6-Benzoyloxymethyl-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-tetrazol-2-yl]-pent-2-enedioic acid dimethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / lithium azide; pyridinium trifluoroacetate / pyridine / 120 °C

2: Et₃N / tetrahydrofuran / -5 °C

With lithium azide; pyridinium trifluroacetate; triethylamine; In tetrahydrofuran; pyridine; 1: Cycloaddition / 2: Addition;
DOI:10.1080/15257779908043088