(1S,4'R,5'R,6R)-6-methyl-4',5'-diphenylspiro[bicyclo[4.1.0]heptane-2,2'-[1,3]dioxolane]

Base Information

• Chemical Name: (1S,4'R,5'R,6R)-6-methyl-4',5'-diphenylspiro[bicyclo[4.1.0]heptane-2,2'-[1,3]dioxolane]
• CAS No.: 1416324-26-9
• Molecular Formula: C₂₂H₂₄O₂
• Molecular Weight: 320.431

Synonyms:(1S,4'R,5'R,6R)-6-methyl-4',5'-diphenylspiro[bicyclo[4.1.0]heptane-2,2'-[1,3]dioxolane]

Chemical Property of (1S,4'R,5'R,6R)-6-methyl-4',5'-diphenylspiro[bicyclo[4.1.0]heptane-2,2'-[1,3]dioxolane]

Chemical Property:

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Technology Process of (1S,4'R,5'R,6R)-6-methyl-4',5'-diphenylspiro[bicyclo[4.1.0]heptane-2,2'-[1,3]dioxolane]

There total 2 articles about (1S,4'R,5'R,6R)-6-methyl-4',5'-diphenylspiro[bicyclo[4.1.0]heptane-2,2'-[1,3]dioxolane] 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: 61.0%

diiodomethane (75-11-6) + (2R,3R)-7-methyl-2,3-diphenyl-1,4-dioxaspiro[4.5]dec-6-ene (1416324-25-8) → (1S,4'R,5'R,6R)-6-methyl-4',5'-diphenylspiro[bicyclo[4.1.0]heptane-2,2'-[1,3]dioxolane] (1416324-26-9)

Guidance literature:

With iodine; copper; zinc; In diethyl ether; for 1.5h; Inert atmosphere; Reflux;

Reference yield:

(R,R)-hydroxybenzoin (52340-78-0) → (1S,4'R,5'R,6R)-6-methyl-4',5'-diphenylspiro[bicyclo[4.1.0]heptane-2,2'-[1,3]dioxolane] (1416324-26-9)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridinium p-toluenesulfonate / benzene / 72 h / 115 °C

2: zinc; copper; iodine / diethyl ether / 1.5 h / Inert atmosphere; Reflux

With iodine; pyridinium p-toluenesulfonate; copper; zinc; In diethyl ether; benzene;

Reference yield: 100.0%

(1S,4'R,5'R,6R)-6-methyl-4',5'-diphenylspiro[bicyclo[4.1.0]heptane-2,2'-[1,3]dioxolane] (1416324-26-9) → (2R,3R,7S)-7-(bromomethyl)-7-methyl-2,3-diphenyl-1,4-dioxaspiro[4.5]decane (1416324-27-0)

Guidance literature:

With hydrogen bromide; In methanol; water; at 20 ℃; for 24h;

upstream raw materials:

(R,R)-hydroxybenzoin

diiodomethane

(2R,3R)-7-methyl-2,3-diphenyl-1,4-dioxaspiro[4.5]dec-6-ene

Downstream raw materials:

(2R,3R,7S)-7-(bromomethyl)-7-methyl-2,3-diphenyl-1,4-dioxaspiro[4.5]decane

C₃₀H₂₉NO₄

{[(2R,3R,7S)-7-methyl-2,3-diphenyl-1,4-dioxaspiro[4.5]dec-7-yl]methyl}amine

3-({[(2R,3R,7S)-7-methyl-2,3-diphenyl-1,4-dioxaspiro[4,5]dec-7-yl]methyl}amino)-4-nitrobenzonitrile

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