(1S,3R,5S,7R)-1,7-Dimethyl-8-(toluene-4-sulfonyl)-4-oxa-8-aza-tricyclo[5.1.0.0^3,5]octane

Base Information

• Chemical Name: (1S,3R,5S,7R)-1,7-Dimethyl-8-(toluene-4-sulfonyl)-4-oxa-8-aza-tricyclo[5.1.0.0^3,5]octane
• CAS No.: 880259-75-6
• Molecular Formula: C₁₅H₁₉NO₃S
• Molecular Weight: 293.387

Synonyms:(1S,3R,5S,7R)-1,7-Dimethyl-8-(toluene-4-sulfonyl)-4-oxa-8-aza-tricyclo[5.1.0.0^3,5]octane

Chemical Property of (1S,3R,5S,7R)-1,7-Dimethyl-8-(toluene-4-sulfonyl)-4-oxa-8-aza-tricyclo[5.1.0.0^3,5]octane

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Technology Process of (1S,3R,5S,7R)-1,7-Dimethyl-8-(toluene-4-sulfonyl)-4-oxa-8-aza-tricyclo[5.1.0.0^3,5]octane

There total 3 articles about (1S,3R,5S,7R)-1,7-Dimethyl-8-(toluene-4-sulfonyl)-4-oxa-8-aza-tricyclo[5.1.0.0^3,5]octane 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: 56.0%

(1S,6R)-1,6-Dimethyl-7-(toluene-4-sulfonyl)-7-aza-bicyclo[4.1.0]hept-3-ene → (1S,3S,5R,7R)-1,7-Dimethyl-8-(toluene-4-sulfonyl)-4-oxa-8-aza-tricyclo[5.1.0.03,5]octane + (1S,3R,5S,7R)-1,7-Dimethyl-8-(toluene-4-sulfonyl)-4-oxa-8-aza-tricyclo[5.1.0.03,5]octane (880259-75-6)

Guidance literature:

With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1021/jo052357x

Reference yield:

1,2-dimethyl-1,4-cyclohexadiene (17351-28-9) → (1S,3R,5S,7R)-1,7-Dimethyl-8-(toluene-4-sulfonyl)-4-oxa-8-aza-tricyclo[5.1.0.03,5]octane (880259-75-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / phenyltrimethylammonium tribromide / acetonitrile / 12 h / 28 °C

2: 56 percent / sodium hydrogen carbonate; m-chloroperoxybenzoic acid / CH₂Cl₂ / 16 h / 20 °C

With phenyltrimethylammonium tribromide; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; acetonitrile;

DOI:10.1021/jo052357x

Reference yield:

chloroamine-T (127-65-1) → (1S,3R,5S,7R)-1,7-Dimethyl-8-(toluene-4-sulfonyl)-4-oxa-8-aza-tricyclo[5.1.0.03,5]octane (880259-75-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / phenyltrimethylammonium tribromide / acetonitrile / 12 h / 28 °C

2: 56 percent / sodium hydrogen carbonate; m-chloroperoxybenzoic acid / CH₂Cl₂ / 16 h / 20 °C

With phenyltrimethylammonium tribromide; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; acetonitrile;

DOI:10.1021/jo052357x

upstream raw materials:

1,2-dimethyl-1,4-cyclohexadiene

chloroamine-T

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