ethyl (2R,3S,4R)-5-benzyloxy-3,4-(dimethylmethylenedioxy)-2-hydroxy-3-methoxycarbonyl-2-(3-phenylpropyl)pentanoate

Base Information

Chemical Name:ethyl (2R,3S,4R)-5-benzyloxy-3,4-(dimethylmethylenedioxy)-2-hydroxy-3-methoxycarbonyl-2-(3-phenylpropyl)pentanoate
CAS No.:871514-40-8
Molecular Formula:C₂₈H₃₆O₈
Molecular Weight:500.589
Hs Code.:

Synonyms:ethyl (2R,3S,4R)-5-benzyloxy-3,4-(dimethylmethylenedioxy)-2-hydroxy-3-methoxycarbonyl-2-(3-phenylpropyl)pentanoate

Suppliers and Price of ethyl (2R,3S,4R)-5-benzyloxy-3,4-(dimethylmethylenedioxy)-2-hydroxy-3-methoxycarbonyl-2-(3-phenylpropyl)pentanoate

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 ethyl (2R,3S,4R)-5-benzyloxy-3,4-(dimethylmethylenedioxy)-2-hydroxy-3-methoxycarbonyl-2-(3-phenylpropyl)pentanoate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of ethyl (2R,3S,4R)-5-benzyloxy-3,4-(dimethylmethylenedioxy)-2-hydroxy-3-methoxycarbonyl-2-(3-phenylpropyl)pentanoate

There total 10 articles about ethyl (2R,3S,4R)-5-benzyloxy-3,4-(dimethylmethylenedioxy)-2-hydroxy-3-methoxycarbonyl-2-(3-phenylpropyl)pentanoate 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: 83.0%

: 871514-39-5
ethyl (3R,4S,8R)-8-(benzyloxymethyl)-6,6-dimethyl-1-oxo-3-(3-phenylpropyl)-2,5,7-trioxaspiro[3.4]octane-3-carboxylate

: 67-56-1
methanol

: 871514-40-8
ethyl (2R,3S,4R)-5-benzyloxy-3,4-(dimethylmethylenedioxy)-2-hydroxy-3-methoxycarbonyl-2-(3-phenylpropyl)pentanoate

Guidance literature:: With potassium carbonate; for 0.5h;
DOI:10.1016/j.tet.2005.09.030

Reference yield:

: 81867-09-6
ethyl 2-oxo-5-phenylpentanoate

: 161169-07-9
methyl (2S,3R)-4-benzyloxy-2,3-(dimethylmethylenedioxy)butyrate

: (4R,5R)-5-Benzyloxymethyl-4-(1-ethoxycarbonyl-1-hydroxy-4-phenyl-butyl)-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid methyl ester

: 871514-40-8
ethyl (2R,3S,4R)-5-benzyloxy-3,4-(dimethylmethylenedioxy)-2-hydroxy-3-methoxycarbonyl-2-(3-phenylpropyl)pentanoate

: 871514-43-1
ethyl (2S,3S,4R)-5-benzyloxy-3,4-(dimethylmethylenedioxy)-2-hydroxy-3-methoxycarbonyl-2-(3-phenylpropyl)pentanoate

Guidance literature:: methyl (2S,3R)-4-benzyloxy-2,3-(dimethylmethylenedioxy)butyrate; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

ethyl 2-oxo-5-phenylpentanoate; In tetrahydrofuran; hexane; at -78 ℃; for 0.166667h;
DOI:10.1016/j.tet.2005.09.030

Reference yield:

: 81801-09-4
4-O-benzyl-2,3-O-isopropylidene-D-threose

: 871514-40-8
ethyl (2R,3S,4R)-5-benzyloxy-3,4-(dimethylmethylenedioxy)-2-hydroxy-3-methoxycarbonyl-2-(3-phenylpropyl)pentanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 95 percent / 2-methyl-2-butene; NaH₂PO₄; NaClO₂ / 2-methyl-propan-2-ol; H₂O / 18 h / 20 °C

2.1: 78 percent / diethyl ether / 0 - 20 °C

3.1: LDA / hexane; tetrahydrofuran / 1 h / -78 °C

3.2: tetrahydrofuran; hexane / 0.17 h / -78 °C

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; water; tert-butyl alcohol; 3.2: aldol coupling;
DOI:10.1016/j.tet.2005.09.030