(6R,8R)-6,8-dimethyl-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole-5-methanol

Base Information

• Chemical Name: (6R,8R)-6,8-dimethyl-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole-5-methanol
• CAS No.: 152784-96-8
• Molecular Formula: C₂₀H₂₁NO₃S
• Molecular Weight: 355.458

Synonyms:(6R,8R)-6,8-dimethyl-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole-5-methanol

Chemical Property of (6R,8R)-6,8-dimethyl-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole-5-methanol

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Technology Process of (6R,8R)-6,8-dimethyl-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole-5-methanol

There total 3 articles about (6R,8R)-6,8-dimethyl-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole-5-methanol 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: 73.0%

(R)-1-Benzenesulfonyl-6,8-dimethyl-1,6,7,8-tetrahydro-cyclopenta[g]indole-5-carboxylic acid ethyl ester → (6R,8R)-6,8-dimethyl-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole-5-methanol (152784-96-8) + (6R,8S)-1-(phenylsulfonyl)-5-(hydroxymethyl)-6,8-dimethyl-1,6,7,8-tetrahydrocyclopentindole (152708-69-5)

Guidance literature:

With lithium aluminium tetrahydride;

DOI:10.1016/S0040-4039(00)74096-2

Reference yield: 18.0%

(6R,8R)-6,8-dimethyl-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole-5-carboxaldehyde (152784-97-9) → (6R,8R)-6,8-dimethyl-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole-5-methanol (152784-96-8) + (αξ,6R,8R)-6,8-dimethyl-1-(phenylsulfonyl)-α-propyl-1,6,7,8-tetrahydrocyclopentindole-5-methanol

Guidance literature:

With n-propylmagnesium bromide; In tetrahydrofuran; for 0.333333h; Yields of byproduct given;

DOI:10.1248/cpb.42.854

Reference yield: 18.0%

n-propylmagnesium bromide (927-77-5) + (6R,8R)-6,8-dimethyl-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole-5-carboxaldehyde (152784-97-9) → (6R,8R)-6,8-dimethyl-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole-5-methanol (152784-96-8) + (αξ,6R,8R)-6,8-dimethyl-1-(phenylsulfonyl)-α-propyl-1,6,7,8-tetrahydrocyclopentindole-5-methanol

Guidance literature:

In tetrahydrofuran; at -20 ℃; for 0.333333h; Yield given;

DOI:10.1248/cpb.42.854

upstream raw materials:

n-propylmagnesium bromide

(6R,8R)-6,8-dimethyl-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole-5-carboxaldehyde

Downstream raw materials:

(6R,8R)-6,8-dimethyl-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole-5-carboxaldehyde

(6R,8R)-5-<(E)-1-butenyl>-6,8-dimethyl-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole

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