(5R,6S,7R,18S,E)-5,6-bis(benzyloxy)-7-(methoxymethoxy)-18-methyloxacyclooctadec-3-en-2-one

Base Information

Chemical Name:(5R,6S,7R,18S,E)-5,6-bis(benzyloxy)-7-(methoxymethoxy)-18-methyloxacyclooctadec-3-en-2-one
CAS No.:1378374-58-3
Molecular Formula:C₃₄H₄₈O₆
Molecular Weight:552.752
Hs Code.:

Synonyms:(5R,6S,7R,18S,E)-5,6-bis(benzyloxy)-7-(methoxymethoxy)-18-methyloxacyclooctadec-3-en-2-one

Suppliers and Price of (5R,6S,7R,18S,E)-5,6-bis(benzyloxy)-7-(methoxymethoxy)-18-methyloxacyclooctadec-3-en-2-one

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 (5R,6S,7R,18S,E)-5,6-bis(benzyloxy)-7-(methoxymethoxy)-18-methyloxacyclooctadec-3-en-2-one

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (5R,6S,7R,18S,E)-5,6-bis(benzyloxy)-7-(methoxymethoxy)-18-methyloxacyclooctadec-3-en-2-one

There total 12 articles about (5R,6S,7R,18S,E)-5,6-bis(benzyloxy)-7-(methoxymethoxy)-18-methyloxacyclooctadec-3-en-2-one 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: 40.0%

: 1378374-62-9
C₃₄H₅₀O₆

: 1378374-58-3
(5R,6S,7R,18S,E)-5,6-bis(benzyloxy)-7-(methoxymethoxy)-18-methyloxacyclooctadec-3-en-2-one

Guidance literature:: C₃₄H₅₀O₆; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 1h;

With diphenyl diselenide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -78 - -40 ℃; for 1.5h;

With pyridine; dihydrogen peroxide; In dichloromethane; water; at 0 - 20 ℃; for 17h;
DOI:10.1002/jccs.201100587

Reference yield:

: 1378374-55-0
(4R,5R,6R)-benzyl 4,5-bis(benzyloxy)-6-(methoxymethoxy)oct-7-enoate

: 1378374-58-3
(5R,6S,7R,18S,E)-5,6-bis(benzyloxy)-7-(methoxymethoxy)-18-methyloxacyclooctadec-3-en-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: water; lithium hydroxide / acetonitrile / 16 h / 20 °C

2.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / tetrahydrofuran / 1 h / 20 °C

2.2: 2 h / Reflux

3.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 16 h / 60 °C

4.1: palladium 10% on activated carbon; hydrogen; triethylamine / methanol; ethyl acetate / 1 h

5.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C

5.2: 1.5 h / -78 - -40 °C

5.3: 17 h / 0 - 20 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; 2,4,6-trichlorobenzoyl chloride; palladium 10% on activated carbon; water; hydrogen; triethylamine; lithium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; acetonitrile; 2.1: Yamaguchi esterification;
DOI:10.1002/jccs.201100587

Reference yield:

: 1378374-53-8
(5R)-ethyl 5-((1R,2R)-1-(benzyloxy)-2-(methoxymethoxy)but-3-enyl)-2-oxotetrahydrofuran-3-carboxylate

: 1378374-58-3
(5R,6S,7R,18S,E)-5,6-bis(benzyloxy)-7-(methoxymethoxy)-18-methyloxacyclooctadec-3-en-2-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: lithium hydroxide / 1,2-dimethoxyethane; water / 6 h / 50 °C

1.2: 20 °C / pH 3

2.1: 15-crown-5; water; sodium hydride / toluene; mineral oil / 2 h / 20 °C / Inert atmosphere

2.2: 2 h / 20 °C / Inert atmosphere

3.1: water; lithium hydroxide / acetonitrile / 16 h / 20 °C

4.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / tetrahydrofuran / 1 h / 20 °C

4.2: 2 h / Reflux

5.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 16 h / 60 °C

6.1: palladium 10% on activated carbon; hydrogen; triethylamine / methanol; ethyl acetate / 1 h

7.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C

7.2: 1.5 h / -78 - -40 °C

7.3: 17 h / 0 - 20 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; 15-crown-5; 2,4,6-trichlorobenzoyl chloride; palladium 10% on activated carbon; water; hydrogen; sodium hydride; triethylamine; lithium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; water; ethyl acetate; toluene; acetonitrile; mineral oil; 4.1: Yamaguchi esterification;
DOI:10.1002/jccs.201100587