2-chloro-4-((3S,3aS,4R)-3,4-dihydroxy-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-3-methylbenzonitrile

Base Information

Chemical Name:2-chloro-4-((3S,3aS,4R)-3,4-dihydroxy-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-3-methylbenzonitrile
CAS No.:1421375-29-2
Molecular Formula:C₁₄H₁₄ClN₃O₂
Molecular Weight:291.737
Hs Code.:

Synonyms:2-chloro-4-((3S,3aS,4R)-3,4-dihydroxy-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-3-methylbenzonitrile

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Chemical Property of 2-chloro-4-((3S,3aS,4R)-3,4-dihydroxy-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-3-methylbenzonitrile

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Technology Process of 2-chloro-4-((3S,3aS,4R)-3,4-dihydroxy-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-3-methylbenzonitrile

There total 20 articles about 2-chloro-4-((3S,3aS,4R)-3,4-dihydroxy-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-3-methylbenzonitrile 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:

: 1421375-94-1
2-chloro-4-((3S,3aS,4R)-4-hydroxy-3-(tetrahydro-2H-pyran-2-yloxy)-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-3-methylbenzonitrile

: 1421375-29-2
2-chloro-4-((3S,3aS,4R)-3,4-dihydroxy-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-3-methylbenzonitrile

Guidance literature:: With toluene-4-sulfonic acid; In methanol; at 20 ℃;

Reference yield:

: 573768-09-9
4-amino-2-chloro-3-methyl-benzonitrile

: 1421375-29-2
2-chloro-4-((3S,3aS,4R)-3,4-dihydroxy-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-3-methylbenzonitrile

Guidance literature:: Multi-step reaction with 10 steps

1.1: copper(l) iodide; tert.-butylnitrite / acetonitrile / 3 h / Inert atmosphere; Heating

2.1: isopropylmagnesium chloride / tetrahydrofuran; diethyl ether / 2 h / 0 °C / Inert atmosphere

2.2: 2 h / 0 °C / Inert atmosphere

3.1: acetic acid / 3 h / 20 °C

4.1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 2 h / -78 - -30 °C

5.1: boron trifluoride diethyl etherate / dichloromethane / 3 h / 0 - 20 °C

6.1: pyridinium p-toluenesulfonate / dichloromethane / 16 h / 20 °C

7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 0 - 20 °C

8.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 3 h / 20 °C

9.1: water; lithium hydroxide monohydrate / tetrahydrofuran / 0 - 20 °C

10.1: toluene-4-sulfonic acid / methanol / 20 °C

With copper(l) iodide; tert.-butylnitrite; oxalyl dichloride; lithium hydroxide monohydrate; di-isopropyl azodicarboxylate; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; water; isopropylmagnesium chloride; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetonitrile;

Reference yield:

: 627531-48-0
N-(3-chloro-4-cyano-2-methylphenyl)acetamide

: 1421375-29-2
2-chloro-4-((3S,3aS,4R)-3,4-dihydroxy-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-3-methylbenzonitrile

Guidance literature:: Multi-step reaction with 11 steps

1.1: hydrogenchloride; water / ethanol / Reflux

2.1: copper(l) iodide; tert.-butylnitrite / acetonitrile / 3 h / Inert atmosphere; Heating

3.1: isopropylmagnesium chloride / tetrahydrofuran; diethyl ether / 2 h / 0 °C / Inert atmosphere

3.2: 2 h / 0 °C / Inert atmosphere

4.1: acetic acid / 3 h / 20 °C

5.1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 2 h / -78 - -30 °C

6.1: boron trifluoride diethyl etherate / dichloromethane / 3 h / 0 - 20 °C

7.1: pyridinium p-toluenesulfonate / dichloromethane / 16 h / 20 °C

8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 0 - 20 °C

9.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 3 h / 20 °C

10.1: water; lithium hydroxide monohydrate / tetrahydrofuran / 0 - 20 °C

11.1: toluene-4-sulfonic acid / methanol / 20 °C

With hydrogenchloride; copper(l) iodide; tert.-butylnitrite; oxalyl dichloride; lithium hydroxide monohydrate; di-isopropyl azodicarboxylate; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; water; isopropylmagnesium chloride; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; acetonitrile;