2-((1R,2S,6S,7S)-2-Benzyloxymethyl-5,5-dimethoxy-bicyclo[4.2.0]oct-7-yl)-propan-2-ol

Base Information

Chemical Name:2-((1R,2S,6S,7S)-2-Benzyloxymethyl-5,5-dimethoxy-bicyclo[4.2.0]oct-7-yl)-propan-2-ol
CAS No.:124665-51-6
Molecular Formula:C₂₁H₃₂O₄
Molecular Weight:348.483
Hs Code.:

Synonyms:2-((1R,2S,6S,7S)-2-Benzyloxymethyl-5,5-dimethoxy-bicyclo[4.2.0]oct-7-yl)-propan-2-ol

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Chemical Property of 2-((1R,2S,6S,7S)-2-Benzyloxymethyl-5,5-dimethoxy-bicyclo[4.2.0]oct-7-yl)-propan-2-ol

Chemical Property:

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Technology Process of 2-((1R,2S,6S,7S)-2-Benzyloxymethyl-5,5-dimethoxy-bicyclo[4.2.0]oct-7-yl)-propan-2-ol

There total 2 articles about 2-((1R,2S,6S,7S)-2-Benzyloxymethyl-5,5-dimethoxy-bicyclo[4.2.0]oct-7-yl)-propan-2-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:

: 124665-33-4
(1R,2S,6S,7S)-2-Benzyloxymethyl-5-oxo-bicyclo[4.2.0]octane-7-carboxylic acid methyl ester

: 124665-51-6
2-((1R,2S,6S,7S)-2-Benzyloxymethyl-5,5-dimethoxy-bicyclo[4.2.0]oct-7-yl)-propan-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1: amberlyst 15 / 2 h / 0 °C

2: benzene; diethyl ether / 0.58 h

With Amberlyst 15; In diethyl ether; benzene;
DOI:10.1016/S0040-4020(01)83440-2

Reference yield:

: 75-16-1
methylmagnesium bromide

: 124665-50-5
(1R,2S,6S,7S)-2-Benzyloxymethyl-5,5-dimethoxy-bicyclo[4.2.0]octane-7-carboxylic acid methyl ester

: 124665-51-6
2-((1R,2S,6S,7S)-2-Benzyloxymethyl-5,5-dimethoxy-bicyclo[4.2.0]oct-7-yl)-propan-2-ol

Guidance literature:: In diethyl ether; benzene; for 0.583333h;
DOI:10.1016/S0040-4020(01)83440-2

Reference yield:

: 124665-51-6
2-((1R,2S,6S,7S)-2-Benzyloxymethyl-5,5-dimethoxy-bicyclo[4.2.0]oct-7-yl)-propan-2-ol

: 118378-12-4
C₂₉H₃₂N₂O₃Se

Guidance literature:: Multi-step reaction with 19 steps

1: pyridinium p-toluenesulfonate / acetone / 0.33 h / Ambient temperature

2: 84 percent / N-ethyldiisopropylamine / CH₂Cl₂ / 46 h / Ambient temperature

3: sodium hydride / tetrahydrofuran / 6.5 h / Ambient temperature

4: triethylamine / 1.) 0 deg C, 1h; 2.) rt, 36h

5: potassium hydroxide / methanol; H₂O / 2.5 h / Heating

6: 87 percent / hydroxylamine hydrochloride, sodium acetate / methanol / 0.67 h / Heating

7: xylene / 0.83 h / 150 °C

8: sodium hydroxide / ethanol; H₂O / 7.25 h / Heating

9: 84 percent / H₂, (1S)-(+)-10-camphorsulfonic acid / palladium hydroxide on carbon / ethyl acetate / 22.5 h

10: 85 percent / N-ethyldiisopropylamine / 4-dimethylaminopyridine / CH₂Cl₂ / 1.) 0 deg C, 40 min; 2.) rt,1.33 h

11: lithium diisopropylamide / hexane; tetrahydrofuran / 1.) 0 deg C, 50 min; 2.) rt, 50 min

12: 83 percent / n-BuLi / hexane; tetrahydrofuran / 1.1 h / Ambient temperature

13: pyridinium p-toluenesulfonate / dimethylformamide / 0.83 h / Ambient temperature

14: sodium hydride / dimethylformamide / 1.25 h

15: 99 percent / acetic acid; tetrahydrofuran; propan-2-ol / 8.5 h / Ambient temperature

16: 88 percent / dicyclohexylcarbodiimide, pyridine, trifluoroacetic acid, DMSO / benzene / 4.5 h / Ambient temperature

17: 61 percent / (1S)-(+)-10-camphorsulfonic acid / methanol; toluene / 3 h / Ambient temperature

18: 8.9 percent / ethanethiol, sodium hydride / dimethylformamide / 1 h / 150 °C

19: 96 percent / tri-n-butylphosphine / tetrahydrofuran / 1.) 0 deg C, 10 min; 2.) rt, 35 min

With pyridine; potassium hydroxide; sodium hydroxide; n-butyllithium; tributylphosphine; hydroxylamine hydrochloride; hydrogen; sodium acetate; pyridinium p-toluenesulfonate; sodium hydride; dimethyl sulfoxide; (+)-10-camphorsulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; ethanethiol; lithium diisopropyl amide; dmap; palladium dihydroxide; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; water; acetic acid; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol; acetone; toluene; xylene; benzene;
DOI:10.1016/S0040-4020(01)83440-2