(4S,5S)-4-(benzyloxy)-5-((1R,2S,3S)-1,2,3-trihydroxy-3-phenylpropyl)dihydrofuran-2(3H)-one

Base Information

Chemical Name:(4S,5S)-4-(benzyloxy)-5-((1R,2S,3S)-1,2,3-trihydroxy-3-phenylpropyl)dihydrofuran-2(3H)-one
CAS No.:1311946-57-2
Molecular Formula:C₂₀H₂₂O₆
Molecular Weight:358.391
Hs Code.:

Synonyms:(4S,5S)-4-(benzyloxy)-5-((1R,2S,3S)-1,2,3-trihydroxy-3-phenylpropyl)dihydrofuran-2(3H)-one

Suppliers and Price of (4S,5S)-4-(benzyloxy)-5-((1R,2S,3S)-1,2,3-trihydroxy-3-phenylpropyl)dihydrofuran-2(3H)-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 (4S,5S)-4-(benzyloxy)-5-((1R,2S,3S)-1,2,3-trihydroxy-3-phenylpropyl)dihydrofuran-2(3H)-one

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (4S,5S)-4-(benzyloxy)-5-((1R,2S,3S)-1,2,3-trihydroxy-3-phenylpropyl)dihydrofuran-2(3H)-one

There total 10 articles about (4S,5S)-4-(benzyloxy)-5-((1R,2S,3S)-1,2,3-trihydroxy-3-phenylpropyl)dihydrofuran-2(3H)-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: 90.0%

: 1311946-56-1
(4S,5S)-4-(benzyloxy)-5-((1R,2R,3S)-3-(tert-butyldimethylsilyloxy)-1,2-dihydroxy-3-phenylpropyl)dihydrofuran-2(3H)-one

: 1311946-57-2
(4S,5S)-4-(benzyloxy)-5-((1R,2S,3S)-1,2,3-trihydroxy-3-phenylpropyl)dihydrofuran-2(3H)-one

Guidance literature:: With Amberlyst 15 resin; In acetonitrile; at 0 - 20 ℃; for 5h;
DOI:10.1016/j.tet.2011.04.014

Reference yield:

: 1169393-30-9
1,4-anhydro-2-deoxy-5,6-O-isopropylidene-3-O-benzyl-L-arabino-hex-1-enitol

: 1311946-57-2
(4S,5S)-4-(benzyloxy)-5-((1R,2S,3S)-1,2,3-trihydroxy-3-phenylpropyl)dihydrofuran-2(3H)-one

Guidance literature:: Multi-step reaction with 9 steps

1.1: mercury(II) diacetate / tetrahydrofuran; water / 0.5 h / 25 °C

1.2: 0.25 h / 0 °C

1.3: 2.5 h / 0 °C

2.1: dipyridinium dichromate / dichloromethane / 2 h / Molecular sieve; Reflux

3.1: water; acetic acid / 20 °C

4.1: pyridine / 3 h / 0 °C

5.1: sodium iodide / butanone / 12 h / Reflux

6.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 8 h / Inert atmosphere; Reflux

7.1: 1H-imidazole / dichloromethane / 8 h / 0 - 20 °C

8.1: osmium(VIII) oxide; AD-mix β; methanesulfonamide / water; tert-butyl alcohol / 24 h / 0 °C

9.1: Amberlyst 15 resin / acetonitrile / 5 h / 0 - 20 °C

With pyridine; 1H-imidazole; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; osmium(VIII) oxide; dipyridinium dichromate; methanesulfonamide; AD-mix β; mercury(II) diacetate; water; acetic acid; sodium iodide; In tetrahydrofuran; dichloromethane; water; acetonitrile; butanone; tert-butyl alcohol; 6.1: olefin cross metathesis reaction;
DOI:10.1016/j.tet.2011.04.014

Reference yield:

: 1311946-39-0
(4S,5S)-4-(benzyloxy)-5-((S)-1,2-dihydroxyethyl)dihydro-furan-2(3H)-one

: 1311946-57-2
(4S,5S)-4-(benzyloxy)-5-((1R,2S,3S)-1,2,3-trihydroxy-3-phenylpropyl)dihydrofuran-2(3H)-one

Guidance literature:: Multi-step reaction with 6 steps

1: pyridine / 3 h / 0 °C

2: sodium iodide / butanone / 12 h / Reflux

3: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 8 h / Inert atmosphere; Reflux

4: 1H-imidazole / dichloromethane / 8 h / 0 - 20 °C

5: osmium(VIII) oxide; AD-mix β; methanesulfonamide / water; tert-butyl alcohol / 24 h / 0 °C

6: Amberlyst 15 resin / acetonitrile / 5 h / 0 - 20 °C

With pyridine; 1H-imidazole; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; osmium(VIII) oxide; methanesulfonamide; AD-mix β; sodium iodide; In dichloromethane; water; acetonitrile; butanone; tert-butyl alcohol; 3: olefin cross metathesis reaction;
DOI:10.1016/j.tet.2011.04.014