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

Base Information

Chemical Name:(E)-3-[5-((3aS,4S,6R,6aR)-2,2-Dimethyl-6-trityloxymethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-tetrazol-2-yl]-pent-2-enedioic acid dimethyl ester
CAS No.:225091-51-0
Molecular Formula:C₃₆H₃₈N₄O₇
Molecular Weight:638.72
Hs Code.:

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

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

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

There total 10 articles about (E)-3-[5-((3aS,4S,6R,6aR)-2,2-Dimethyl-6-trityloxymethyl-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:

: 85026-58-0
(1R,5R,6R,7S)-6,7-(isopropylidenedioxy)-3-oxabicyclo[3.2.1]octane-2-one

: 225091-51-0
(E)-3-[5-((3aS,4S,6R,6aR)-2,2-Dimethyl-6-trityloxymethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-tetrazol-2-yl]-pent-2-enedioic acid dimethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: NH₃ / methanol / 20 °C

2: 69.81 g / Et₃N; DMAP / acetonitrile / 4 h / 20 °C

3: 99.5 percent / trifluoroacetic anhydride; pyridine / tetrahydrofuran / 2 h / 0 - 20 °C

4: 77 percent / lithium azide; pyridinium trifluoroacetate / pyridine / 4 h / 120 °C

5: Et₃N / tetrahydrofuran / 24 h / -5 °C

With pyridine; dmap; lithium azide; ammonia; pyridinium trifluroacetate; triethylamine; trifluoroacetic anhydride; In tetrahydrofuran; pyridine; methanol; acetonitrile; 1: Ring cleavage / 2: Etherification / 3: Dehydration / 4: Cycloaddition / 5: Addition;
DOI:10.1080/15257779908043088

Reference yield:

: 50345-02-3
(1S,2S,3R,4R)-2,3-(isopropylidenedioxy)-4-(trityloxymethyl)cyclopentanecarbonitrile

: 225091-51-0
(E)-3-[5-((3aS,4S,6R,6aR)-2,2-Dimethyl-6-trityloxymethyl-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: 77 percent / lithium azide; pyridinium trifluoroacetate / pyridine / 4 h / 120 °C

2: Et₃N / tetrahydrofuran / 24 h / -5 °C

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

Reference yield:

: 76-83-5
trityl chloride

: 225091-51-0
(E)-3-[5-((3aS,4S,6R,6aR)-2,2-Dimethyl-6-trityloxymethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-tetrazol-2-yl]-pent-2-enedioic acid dimethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: Et₃N; DMAP / 1,2-dichloro-ethane / 4 h / 60 °C

2: 149.25 g / K₂CO₃ / methanol / 5 h

3: pyridinium chlorochromate; sodium acetate / CH₂Cl₂ / 4 h / 20 °C

4: methanol / 2 h

5: 4.54 g / magnesium monoperoxyphthalate hexahydrate / methanol / 0.17 h / 0 °C

6: 77 percent / lithium azide; pyridinium trifluoroacetate / pyridine / 4 h / 120 °C

7: Et₃N / tetrahydrofuran / 24 h / -5 °C

With dmap; lithium azide; sodium acetate; pyridinium trifluroacetate; potassium carbonate; magnesium monoperoxyphthalate hexahydrate; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; pyridine; methanol; dichloromethane; 1,2-dichloro-ethane; 1: Etherification / 2: deacylation / 3: Oxidation / 4: Condensation / 5: Elimination / 6: Cycloaddition / 7: Addition;
DOI:10.1080/15257779908043088