(+/-)-trans-β-<2-(phenylseleno)ethyl>octahydro-4,4,7a-trimethylbenzofuranacetic acid

Base Information

• Chemical Name: (+/-)-trans-β-<2-(phenylseleno)ethyl>octahydro-4,4,7a-trimethylbenzofuranacetic acid
• CAS No.: 76215-64-0
• Molecular Formula: C₂₁H₃₀O₃Se
• Molecular Weight: 409.427

Synonyms:(+/-)-trans-β-<2-(phenylseleno)ethyl>octahydro-4,4,7a-trimethylbenzofuranacetic acid

Chemical Property of (+/-)-trans-β-<2-(phenylseleno)ethyl>octahydro-4,4,7a-trimethylbenzofuranacetic acid

Chemical Property:

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Technology Process of (+/-)-trans-β-<2-(phenylseleno)ethyl>octahydro-4,4,7a-trimethylbenzofuranacetic acid

There total 2 articles about (+/-)-trans-β-<2-(phenylseleno)ethyl>octahydro-4,4,7a-trimethylbenzofuranacetic acid 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: 69.0%

sodium phenylselenide (23974-72-3) + (+/-)-<1α(E),2β>-3-<2-(2-hydroxy-2,6,6-trimethylcyclohexyl)tehylidene>dihydro-2(3H)-furanone (76248-76-5) → (+/-)-trans-β-<2-(phenylseleno)ethyl>octahydro-4,4,7a-trimethylbenzofuranacetic acid (76215-64-0)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; In tetrahydrofuran;

DOI:10.1021/jo00319a031

Reference yield:

trans-octahydro-4,4,7a-trimethylbenzofuran-2-ol (76215-61-7) → (+/-)-trans-β-<2-(phenylseleno)ethyl>octahydro-4,4,7a-trimethylbenzofuranacetic acid (76215-64-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 56 percent / tetrahydrofuran

2: 69 percent / hexamethylphosphoric triamide (HMPA) / tetrahydrofuran

With N,N,N,N,N,N-hexamethylphosphoric triamide; In tetrahydrofuran;

DOI:10.1021/jo00319a031

upstream raw materials:

sodium phenylselenide

(+/-)-<1α(E),2β>-3-<2-(2-hydroxy-2,6,6-trimethylcyclohexyl)tehylidene>dihydro-2(3H)-furanone

trans-octahydro-4,4,7a-trimethylbenzofuran-2-ol

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