(2S,3aR,4R,7S,7aS)-hexahydro-2-(4-methoxyphenyl)-4,6,6-trimethyl-5-methylene-4,7-ethano-1,3-benzodioxole

Base Information

• Chemical Name: (2S,3aR,4R,7S,7aS)-hexahydro-2-(4-methoxyphenyl)-4,6,6-trimethyl-5-methylene-4,7-ethano-1,3-benzodioxole
• CAS No.: 210633-72-0
• Molecular Formula: C₂₀H₂₆O₃
• Molecular Weight: 314.425

Synonyms:(2S,3aR,4R,7S,7aS)-hexahydro-2-(4-methoxyphenyl)-4,6,6-trimethyl-5-methylene-4,7-ethano-1,3-benzodioxole

Chemical Property of (2S,3aR,4R,7S,7aS)-hexahydro-2-(4-methoxyphenyl)-4,6,6-trimethyl-5-methylene-4,7-ethano-1,3-benzodioxole

Chemical Property:

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Technology Process of (2S,3aR,4R,7S,7aS)-hexahydro-2-(4-methoxyphenyl)-4,6,6-trimethyl-5-methylene-4,7-ethano-1,3-benzodioxole

There total 3 articles about (2S,3aR,4R,7S,7aS)-hexahydro-2-(4-methoxyphenyl)-4,6,6-trimethyl-5-methylene-4,7-ethano-1,3-benzodioxole 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: 99.0%

dimethyldiphenylphosphonium iodide (1017-88-5) + (2S,3aR,4S,7S,7aS)-tetrahydro-2-(4-methoxyphenyl)-4,6,6-trimethyl-4,7-ethano-1,3-benzodioxol-5(4H)-one (210633-71-9) → (2S,3aR,4R,7S,7aS)-hexahydro-2-(4-methoxyphenyl)-4,6,6-trimethyl-5-methylene-4,7-ethano-1,3-benzodioxole (210633-72-0)

Guidance literature:

dimethyldiphenylphosphonium iodide; With n-butyllithium; In tetrahydrofuran; at -10 - 18 ℃; for 2h;

(2S,3aR,4S,7S,7aS)-tetrahydro-2-(4-methoxyphenyl)-4,6,6-trimethyl-4,7-ethano-1,3-benzodioxol-5(4H)-one; In tetrahydrofuran; for 0.5h;

DOI:10.1071/CH03161

Reference yield: 94.0%

C14H16IP (67277-25-2) + (2S,3aR,4S,7S,7aS)-tetrahydro-2-(4-methoxyphenyl)-4,6,6-trimethyl-4,7-ethano-1,3-benzodioxol-5(4H)-one (210633-71-9) → (2S,3aR,4R,7S,7aS)-hexahydro-2-(4-methoxyphenyl)-4,6,6-trimethyl-5-methylene-4,7-ethano-1,3-benzodioxole (210633-72-0)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; 1.) -10 - 18 deg C, 2 h, 2.) 0 - 18 deg, 1 h;

DOI:10.1055/s-1998-1801

Reference yield: 88.0%

dimethyldiphenylphosphonium bromide (2129-85-3) + (2S,3aR,4S,7S,7aS)-tetrahydro-2-(4-methoxyphenyl)-4,6,6-trimethyl-4,7-ethano-1,3-benzodioxol-5(4H)-one (210633-71-9) → (2S,3aR,4R,7S,7aS)-hexahydro-2-(4-methoxyphenyl)-4,6,6-trimethyl-5-methylene-4,7-ethano-1,3-benzodioxole (210633-72-0)

Guidance literature:

With sodium hexamethyldisilazane; In tetrahydrofuran; for 2h; under 14251100 Torr;

DOI:10.1071/CH03161

upstream raw materials:

C₁₄H₁₆IP

(2S,3aR,4S,7S,7aS)-tetrahydro-2-(4-methoxyphenyl)-4,6,6-trimethyl-4,7-ethano-1,3-benzodioxol-5(4H)-one

dimethyldiphenylphosphonium iodide

dimethyldiphenylphosphonium bromide

Downstream raw materials:

(1S,2S)-2-Benzyloxy-8,11,11-trimethyl-bicyclo[5.3.1]undec-7-en-3-one

(1R,2R,3S,4S)-3-Benzyloxy-1,5,5-trimethyl-6-methylene-2-vinyl-bicyclo[2.2.2]octan-2-ol

(3aR,7S,8S,8aR)-2,3,7,8-tetrahydro-4,9,9-trimethyl-8-(phenylmethoxy)-1H-3a,7-methanoazulene-8a(6H)-ol

(1R,4S,5S,6R)-6-[(4-methoxyphenyl)methoxy]-1,3,3-trimethyl-2-methylene-5-(phenylmethoxy)bicyclo[2.2.2]octane

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