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

Base Information

Chemical Name:methyl 3-[(1S,2S,3R,4R)-2,3-(isopropylidenedioxy)-4-(trityloxymethyl)cyclopentyl]-1H-pyrazole-5-carboxylate
CAS No.:201208-28-8
Molecular Formula:C₃₃H₃₄N₂O₅
Molecular Weight:538.643
Hs Code.:

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

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

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

There total 15 articles about methyl 3-[(1S,2S,3R,4R)-2,3-(isopropylidenedioxy)-4-(trityloxymethyl)cyclopentyl]-1H-pyrazole-5-carboxylate 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

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

Guidance literature:: Multi-step reaction with 7 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

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;
DOI:10.1080/15257779908043088

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 6 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

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

Reference yield:

: 201208-25-5
(1R,2S,3R,4R)-2,3-(isopropylidenedioxy)-4-(trityloxymethyl)cyclopentanecarboxamide

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

Guidance literature:: Multi-step reaction with 5 steps

1: BH₃ / tetrahydrofuran / Heating

2: 35.95 g / Et₃N; DMAP / acetonitrile / 3.5 h

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

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

5: 3.37 g / diethyl ether / 20 °C

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