(E)-7-((1R,2R,3S,5S)-2-Benzenesulfonylamino-6,6-dimethyl-bicyclo[3.1.1]hept-3-yl)-hept-5-enoic acid; compound with 4-methoxy-benzylamine

Base Information

Chemical Name:(E)-7-((1R,2R,3S,5S)-2-Benzenesulfonylamino-6,6-dimethyl-bicyclo[3.1.1]hept-3-yl)-hept-5-enoic acid; compound with 4-methoxy-benzylamine
CAS No.:126264-28-6
Molecular Formula:C₈H₁₁NO*C₂₂H₃₁NO₄S
Molecular Weight:542.74
Hs Code.:

(E)-7-((1R,2R,3S,5S)-2-Benzenesulfonylamino-6,6-dimethyl-bicyclo[3.1.1]hept-3-yl)-hept-5-enoic acid; compound with 4-methoxy-benzylamine

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Chemical Property of (E)-7-((1R,2R,3S,5S)-2-Benzenesulfonylamino-6,6-dimethyl-bicyclo[3.1.1]hept-3-yl)-hept-5-enoic acid; compound with 4-methoxy-benzylamine

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Technology Process of (E)-7-((1R,2R,3S,5S)-2-Benzenesulfonylamino-6,6-dimethyl-bicyclo[3.1.1]hept-3-yl)-hept-5-enoic acid; compound with 4-methoxy-benzylamine

There total 12 articles about (E)-7-((1R,2R,3S,5S)-2-Benzenesulfonylamino-6,6-dimethyl-bicyclo[3.1.1]hept-3-yl)-hept-5-enoic acid; compound with 4-methoxy-benzylamine 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:

: 953414-33-0
(1R)-(+)-nopinone

: 126264-28-6
(E)-7-((1R,2R,3S,5S)-2-Benzenesulfonylamino-6,6-dimethyl-bicyclo[3.1.1]hept-3-yl)-hept-5-enoic acid; compound with 4-methoxy-benzylamine

Guidance literature:: Multi-step reaction with 6 steps

1: 66 percent / diisopropylamine, n-butyllithium / tetrahydrofuran / 0.5 h / 35 °C

2: 43.4 percent / pyridine / ethanol / 18 h / Heating

3: 1.) sodium metal, 2.) triethylamine / 1.) 99percent ethanol, reflux, 3 h, 2.) dichloromethane, room temperature

4: m-chloroperbenzoic acid / CH₂Cl₂ / 5 h / Ambient temperature

5: periodic acid / H₂O; dioxane / 4 h / Ambient temperature

With pyridine; n-butyllithium; sodium; periodic acid; triethylamine; diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water;
DOI:10.1248/cpb.37.1524

Reference yield:

: 89328-74-5,89395-24-4,120786-01-8
(1R,3RS,5R)-3-(2-propenyl)-6,6-dimethylbicyclo<3.1.1>heptan-2-one

: 126264-28-6
(E)-7-((1R,2R,3S,5S)-2-Benzenesulfonylamino-6,6-dimethyl-bicyclo[3.1.1]hept-3-yl)-hept-5-enoic acid; compound with 4-methoxy-benzylamine

Guidance literature:: Multi-step reaction with 5 steps

1: 43.4 percent / pyridine / ethanol / 18 h / Heating

2: 1.) sodium metal, 2.) triethylamine / 1.) 99percent ethanol, reflux, 3 h, 2.) dichloromethane, room temperature

3: m-chloroperbenzoic acid / CH₂Cl₂ / 5 h / Ambient temperature

4: periodic acid / H₂O; dioxane / 4 h / Ambient temperature

With pyridine; sodium; periodic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; In 1,4-dioxane; ethanol; dichloromethane; water;
DOI:10.1248/cpb.37.1524

Reference yield:

: 86777-96-0
ethyl ((1R,3R,5S)-2-methylidene-6,6-dimethylbicyclo[3.1.1]-hept-3-yl)acetate

: 126264-28-6
(E)-7-((1R,2R,3S,5S)-2-Benzenesulfonylamino-6,6-dimethyl-bicyclo[3.1.1]hept-3-yl)-hept-5-enoic acid; compound with 4-methoxy-benzylamine

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) ozonized oxygen, 2.) dimethyl sulfide, / 1.) methanol, -78 deg C, 2.) from - 10 deg C to room temperature over 3 h,

2: 87.8 percent / pyridine / ethanol / 3 h / Heating

3: 79.5 percent / sodium metal / propan-1-ol / 1 h / Heating

4: 39.6 percent / diethyl ether

5: 45.2 percent / 5.2percent aqueous potassium hydroxide, triethylamine / diethyl ether / 1.5 h / 0 °C

6: oxalyl chloride,DMSO,triethylamine / CH₂Cl₂

With pyridine; potassium hydroxide; ozone-containing oxygen; oxalyl dichloride; dimethylsulfide; sodium; dimethyl sulfoxide; triethylamine; In propan-1-ol; diethyl ether; ethanol; dichloromethane;
DOI:10.1248/cpb.37.1524