3-[(1S,2S,3R,4R)-2,3-(isopropylidenedioxy)-4-(trityloxymethyl)cyclopentyl]-1H-pyrazole-5-carboxamide

Base Information

Chemical Name:3-[(1S,2S,3R,4R)-2,3-(isopropylidenedioxy)-4-(trityloxymethyl)cyclopentyl]-1H-pyrazole-5-carboxamide
CAS No.:201208-29-9
Molecular Formula:C₃₂H₃₃N₃O₄
Molecular Weight:523.632
Hs Code.:

Synonyms:3-[(1S,2S,3R,4R)-2,3-(isopropylidenedioxy)-4-(trityloxymethyl)cyclopentyl]-1H-pyrazole-5-carboxamide

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Chemical Property of 3-[(1S,2S,3R,4R)-2,3-(isopropylidenedioxy)-4-(trityloxymethyl)cyclopentyl]-1H-pyrazole-5-carboxamide

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Technology Process of 3-[(1S,2S,3R,4R)-2,3-(isopropylidenedioxy)-4-(trityloxymethyl)cyclopentyl]-1H-pyrazole-5-carboxamide

There total 16 articles about 3-[(1S,2S,3R,4R)-2,3-(isopropylidenedioxy)-4-(trityloxymethyl)cyclopentyl]-1H-pyrazole-5-carboxamide 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: 71.0%

: 201208-28-8
methyl 3-[(1S,2S,3R,4R)-2,3-(isopropylidenedioxy)-4-(trityloxymethyl)cyclopentyl]-1H-pyrazole-5-carboxylate

: 201208-29-9
3-[(1S,2S,3R,4R)-2,3-(isopropylidenedioxy)-4-(trityloxymethyl)cyclopentyl]-1H-pyrazole-5-carboxamide

Guidance literature:: With ammonia; In methanol; at 60 ℃; sealed tube;
DOI:10.1055/s-1997-1044

Reference yield:

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

: 201208-29-9
3-[(1S,2S,3R,4R)-2,3-(isopropylidenedioxy)-4-(trityloxymethyl)cyclopentyl]-1H-pyrazole-5-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1: NH₃ / methanol / 20 °C

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

3: BH₃ / tetrahydrofuran / Heating

4: 35.95 g / Et₃N; DMAP / acetonitrile / 3.5 h

5: N₂O₄; NaOAc / CCl₄; acetic acid / 2 h / 0 °C

6: KOH / diethyl ether; H₂O / 2 h / 0 °C

7: 3.37 g / diethyl ether / 20 °C

8: 71 percent / NH₃ / methanol / 60 °C

With dmap; potassium hydroxide; borane; ammonia; sodium acetate; dinitrogen tetraoxide; triethylamine; In tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; water; acetic acid; acetonitrile; 1: Ring cleavage / 2: Etherification / 3: Reduction / 4: Acetylation / 5: Nitrosation / 6: Elimination / 7: Cycloaddition / 8: ammonolysis;
DOI:10.1080/15257779908043088

Reference yield:

: (3aS,4R,6R,6aR)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxole-4-carboxylic acid amide

: 201208-29-9
3-[(1S,2S,3R,4R)-2,3-(isopropylidenedioxy)-4-(trityloxymethyl)cyclopentyl]-1H-pyrazole-5-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1: 69.81 g / Et₃N; DMAP / acetonitrile / 4 h / 20 °C

2: BH₃ / tetrahydrofuran / Heating

3: 35.95 g / Et₃N; DMAP / acetonitrile / 3.5 h

4: N₂O₄; NaOAc / CCl₄; acetic acid / 2 h / 0 °C

5: KOH / diethyl ether; H₂O / 2 h / 0 °C

6: 3.37 g / diethyl ether / 20 °C

7: 71 percent / NH₃ / methanol / 60 °C

With dmap; potassium hydroxide; borane; ammonia; sodium acetate; dinitrogen tetraoxide; triethylamine; In tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; water; acetic acid; acetonitrile; 1: Etherification / 2: Reduction / 3: Acetylation / 4: Nitrosation / 5: Elimination / 6: Cycloaddition / 7: ammonolysis;
DOI:10.1080/15257779908043088