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

Base Information

Chemical Name:(1R,2S,6S,7S)-2-Benzyloxymethyl-5,5-dimethoxy-bicyclo[4.2.0]octane-7-carboxylic acid methyl ester
CAS No.:124665-50-5
Molecular Formula:C₂₀H₂₈O₅
Molecular Weight:348.439
Hs Code.:

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

Suppliers and Price of (1R,2S,6S,7S)-2-Benzyloxymethyl-5,5-dimethoxy-bicyclo[4.2.0]octane-7-carboxylic acid methyl ester

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (1R,2S,6S,7S)-2-Benzyloxymethyl-5,5-dimethoxy-bicyclo[4.2.0]octane-7-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1R,2S,6S,7S)-2-Benzyloxymethyl-5,5-dimethoxy-bicyclo[4.2.0]octane-7-carboxylic acid methyl ester

There total 1 articles about (1R,2S,6S,7S)-2-Benzyloxymethyl-5,5-dimethoxy-bicyclo[4.2.0]octane-7-carboxylic acid methyl ester 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

: 149-73-5
trimethyl orthoformate

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

Guidance literature:: With Amberlyst 15; at 0 ℃; for 2h;
DOI:10.1016/S0040-4020(01)83440-2

Reference yield:

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

: 118378-12-4
C₂₉H₃₂N₂O₃Se

Guidance literature:: Multi-step reaction with 20 steps

1: benzene; diethyl ether / 0.58 h

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

3: 84 percent / N-ethyldiisopropylamine / CH₂Cl₂ / 46 h / Ambient temperature

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

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

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

7: 87 percent / hydroxylamine hydrochloride, sodium acetate / methanol / 0.67 h / Heating

8: xylene / 0.83 h / 150 °C

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

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

11: 85 percent / N-ethyldiisopropylamine / 4-dimethylaminopyridine / CH₂Cl₂ / 1.) 0 deg C, 40 min; 2.) rt,1.33 h

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

13: 83 percent / n-BuLi / hexane; tetrahydrofuran / 1.1 h / Ambient temperature

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

15: sodium hydride / dimethylformamide / 1.25 h

16: 99 percent / acetic acid; tetrahydrofuran; propan-2-ol / 8.5 h / Ambient temperature

17: 88 percent / dicyclohexylcarbodiimide, pyridine, trifluoroacetic acid, DMSO / benzene / 4.5 h / Ambient temperature

18: 61 percent / (1S)-(+)-10-camphorsulfonic acid / methanol; toluene / 3 h / Ambient temperature

19: 8.9 percent / ethanethiol, sodium hydride / dimethylformamide / 1 h / 150 °C

20: 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; diethyl ether; 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

Reference yield:

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

: 124665-44-7
C₃₁H₃₇NO₃

Guidance literature:: Multi-step reaction with 18 steps

1: benzene; diethyl ether / 0.58 h

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

3: 84 percent / N-ethyldiisopropylamine / CH₂Cl₂ / 46 h / Ambient temperature

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

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

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

7: 87 percent / hydroxylamine hydrochloride, sodium acetate / methanol / 0.67 h / Heating

8: xylene / 0.83 h / 150 °C

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

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

11: 85 percent / N-ethyldiisopropylamine / 4-dimethylaminopyridine / CH₂Cl₂ / 1.) 0 deg C, 40 min; 2.) rt,1.33 h

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

13: 83 percent / n-BuLi / hexane; tetrahydrofuran / 1.1 h / Ambient temperature

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

15: sodium hydride / dimethylformamide / 1.25 h

16: 99 percent / acetic acid; tetrahydrofuran; propan-2-ol / 8.5 h / Ambient temperature

17: 88 percent / dicyclohexylcarbodiimide, pyridine, trifluoroacetic acid, DMSO / benzene / 4.5 h / Ambient temperature

18: 61 percent / (1S)-(+)-10-camphorsulfonic acid / methanol; toluene / 3 h / Ambient temperature

With pyridine; potassium hydroxide; sodium hydroxide; n-butyllithium; 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; lithium diisopropyl amide; dmap; palladium dihydroxide; In tetrahydrofuran; methanol; diethyl ether; 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