(1R^*,3aS^*,4R^*,7S^*,7aR^*)-2,3,4a,4,7,7a-hexahydro-4,7-methano-1H-inden-1-ol

Base Information

• Chemical Name: (1R^*,3aS^*,4R^*,7S^*,7aR^*)-2,3,4a,4,7,7a-hexahydro-4,7-methano-1H-inden-1-ol
• CAS No.: 65470-96-4
• Molecular Formula: C₁₀H₁₄O
• Molecular Weight: 150.221

Synonyms:(1R^*,3aS^*,4R^*,7S^*,7aR^*)-2,3,4a,4,7,7a-hexahydro-4,7-methano-1H-inden-1-ol

Chemical Property of (1R^*,3aS^*,4R^*,7S^*,7aR^*)-2,3,4a,4,7,7a-hexahydro-4,7-methano-1H-inden-1-ol

Chemical Property:

Purity/Quality:

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Useful:

Technology Process of (1R^*,3aS^*,4R^*,7S^*,7aR^*)-2,3,4a,4,7,7a-hexahydro-4,7-methano-1H-inden-1-ol

There total 8 articles about (1R^*,3aS^*,4R^*,7S^*,7aR^*)-2,3,4a,4,7,7a-hexahydro-4,7-methano-1H-inden-1-ol 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: 93.0%

endo-tricyclo[5.2.1.0(2,6)]deca-4,8-dien-3-one (5530-96-1,15584-54-0,61139-01-3,85806-41-3,105500-35-4,111136-75-5,699-82-1,150738-84-4) → (1RS,3aRS,4RS,7SR,7aRS)-2,3,3a,4,7,7a-hexahydro-4,7-methano-1H-inden-1-ol (22981-83-5,65470-96-4,90546-07-9,585544-39-4)

Guidance literature:

With sodium tetrahydroborate; In ethanol; for 6h;

DOI:10.1016/0040-4020(84)85126-1

Reference yield:

endo-Dicyclopentadien (1755-01-7,25038-78-2) → (1RS,3aRS,4RS,7SR,7aRS)-2,3,3a,4,7,7a-hexahydro-4,7-methano-1H-inden-1-ol (22981-83-5,65470-96-4,90546-07-9,585544-39-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 100 percent / O₂; Ac₂O; pyridine / tetraphenylporphyrin (TPP); dimethylaminopyridine / CH₂Cl₂ / 5 h / Irradiation

2.1: Zn⁽⁰⁾ / acetic acid

2.2: 70 percent / LiAlH₄ / tetrahydrofuran / 20 °C

With pyridine; oxygen; acetic anhydride; zinc; dmap; 5,15,10,20-tetraphenylporphyrin; In dichloromethane; acetic acid;

DOI:10.1016/S0040-4039(03)00664-6

Reference yield:

(3aS*,4R*,7S*,7aR*)-2,3,4a,4,7,7a-hexahydro-4,7-methano-1H-inden-1-one (22981-84-6) → (1R*,3aS*,4R*,7S*,7aR*)-2,3,4a,4,7,7a-hexahydro-4,7-methano-1H-inden-1-ol (65470-96-4,585544-39-4)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 1.5h; Ambient temperature;

DOI:10.1021/jo00296a035

upstream raw materials:

(3aS^*,4R^*,7S^*,7aR^*)-2,3,4a,4,7,7a-hexahydro-4,7-methano-1H-inden-1-one

cyclopenta-1,3-diene

cyclopentanone

endo-tricyclo[5.2.1.0(2,6)]deca-4,8-dien-3-one

Downstream raw materials:

(3aS^*,4R^*,7S^*,7aR^*)-2,3,4a,4,7,7a-hexahydro-4,7-methano-1H-inden-1-one

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