5-formyl-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole

Base Information

• Chemical Name: 5-formyl-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole
• CAS No.: 157331-71-0
• Molecular Formula: C₁₈H₁₅NO₃S
• Molecular Weight: 325.388

Synonyms:5-formyl-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole

Chemical Property of 5-formyl-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole

Chemical Property:

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Technology Process of 5-formyl-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole

There total 2 articles about 5-formyl-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole 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: 94.0%

5-(hydroxymethyl)-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole (157331-70-9) → 5-formyl-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole (157331-71-0)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; for 1.5h; Ambient temperature;

DOI:10.1248/cpb.42.846

Reference yield:

methyl 1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole-5-carboxylate (157331-69-6) → 5-formyl-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole (157331-71-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / LiALH₄ / tetrahydrofuran / 1 h / -20 °C

2: 94 percent / MnO₂ / CH₂Cl₂ / 1.5 h / Ambient temperature

With manganese(IV) oxide; lithium aluminium tetrahydride; In tetrahydrofuran; dichloromethane;

DOI:10.1248/cpb.42.846

Reference yield: 91.0%

5-formyl-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole (157331-71-0) → 5-(hydroxymethyl)-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole (157331-70-9) + 5-(1-hydroxy-1-butyl)-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole (157331-72-1)

Guidance literature:

With n-propylmagnesium bromide; In tetrahydrofuran; at -20 ℃; for 0.333333h;

DOI:10.1248/cpb.42.846

upstream raw materials:

5-(hydroxymethyl)-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole

methyl 1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole-5-carboxylate

Downstream raw materials:

5-(hydroxymethyl)-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole

5-(1-hydroxy-1-butyl)-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole

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