(3R,4R,5R)-5-((1S,2S)-1-Benzyloxy-2-[1,3]dithian-2-yl-propyl)-4-hydroxy-3-methyl-dihydro-furan-2-one

Base Information

Chemical Name:(3R,4R,5R)-5-((1S,2S)-1-Benzyloxy-2-[1,3]dithian-2-yl-propyl)-4-hydroxy-3-methyl-dihydro-furan-2-one
CAS No.:157219-95-9
Molecular Formula:C₁₉H₂₆O₄S₂
Molecular Weight:382.545
Hs Code.:

Synonyms:(3R,4R,5R)-5-((1S,2S)-1-Benzyloxy-2-[1,3]dithian-2-yl-propyl)-4-hydroxy-3-methyl-dihydro-furan-2-one

Suppliers and Price of (3R,4R,5R)-5-((1S,2S)-1-Benzyloxy-2-[1,3]dithian-2-yl-propyl)-4-hydroxy-3-methyl-dihydro-furan-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 (3R,4R,5R)-5-((1S,2S)-1-Benzyloxy-2-[1,3]dithian-2-yl-propyl)-4-hydroxy-3-methyl-dihydro-furan-2-one

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3R,4R,5R)-5-((1S,2S)-1-Benzyloxy-2-[1,3]dithian-2-yl-propyl)-4-hydroxy-3-methyl-dihydro-furan-2-one

There total 14 articles about (3R,4R,5R)-5-((1S,2S)-1-Benzyloxy-2-[1,3]dithian-2-yl-propyl)-4-hydroxy-3-methyl-dihydro-furan-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: 96.0%

: 109-80-8
1.3-propanedithiol

: 157219-94-8
(3R,3aR,5S,6S,7S,7aS)-7-Benzyloxy-5-methoxy-3,6-dimethyl-hexahydro-furo[3,2-b]pyran-2-one

: 157219-95-9
(3R,4R,5R)-5-((1S,2S)-1-Benzyloxy-2-[1,3]dithian-2-yl-propyl)-4-hydroxy-3-methyl-dihydro-furan-2-one

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃;
DOI:10.1021/jo00083a008

Reference yield:

: 68907-47-1
methyl 4,6-O-benzylidene-2-deoxy-2-C-methyl-α-D-altro-pyranoside

: 157219-95-9
(3R,4R,5R)-5-((1S,2S)-1-Benzyloxy-2-[1,3]dithian-2-yl-propyl)-4-hydroxy-3-methyl-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 10 steps

1.1: 99 percent / tetra-n-butylammonium iodide; sodium hydride / tetrahydrofuran; dimethylformamide; various solvent(s) / 20 °C

2.1: 98 percent / p-toluenesulfonic acid monohydrate / methanol / 1.5 h / 20 °C

3.1: 47.10 g / 4-(dimethylamino)pyridine; triethylamine / CH₂Cl₂ / 4 h / 0 °C

4.1: 70 percent / dimethylsulfoxide / 1.5 h / 70 °C

5.1: DIBALH / CH₂Cl₂; hexane / 1 h / -78 °C

5.2: 12.38 g / HCl / CH₂Cl₂; hexane; H₂O / 0.25 h

6.1: 14.79 g / 2-methyl-2-butene; NaH₂PO₄*H₂O; NaClO₂ / 2-methyl-propan-2-ol; H₂O / 0.33 h / 20 °C

7.1: 8.03 g / triethylamine; phenylsulfonyl chloride / CH₂Cl₂ / 0 - 20 °C

8.1: LiHMDS / tetrahydrofuran; hexane / 0.5 h / -78 °C

8.2: tetrahydrofuran; hexane / 0.5 h / -78 °C

9.1: 23.46 g / lithium diisopropylamide / tetrahydrofuran; hexane / 0.33 h / -78 °C

10.1: 91 percent / trimethylsilyl triflate / CH₂Cl₂ / 0.25 h / 0 °C

With dmap; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; trimethylsilyl trifluoromethanesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; triethylamine; benzenesulfonyl chloride; lithium hexamethyldisilazane; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; tert-butyl alcohol; 1.1: Alkylation / 2.1: Hydrolysis / 3.1: Tosylation / 4.1: Substitution / 5.1: Reduction / 5.2: Hydrolysis / 6.1: Oxidation / 7.1: Cyclization / 8.1: Metallation / 8.2: Methylation / 9.1: Metallation / 10.1: Ring cleavage;
DOI:10.1021/jo990988j

Reference yield:

: 109958-35-2
(2R,4aR,6S,7S,8S,8aS)-8-Benzyloxy-6-methoxy-7-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

: 157219-95-9
(3R,4R,5R)-5-((1S,2S)-1-Benzyloxy-2-[1,3]dithian-2-yl-propyl)-4-hydroxy-3-methyl-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 9 steps

1.1: 98 percent / p-toluenesulfonic acid monohydrate / methanol / 1.5 h / 20 °C

2.1: 47.10 g / 4-(dimethylamino)pyridine; triethylamine / CH₂Cl₂ / 4 h / 0 °C

3.1: 70 percent / dimethylsulfoxide / 1.5 h / 70 °C

4.1: DIBALH / CH₂Cl₂; hexane / 1 h / -78 °C

4.2: 12.38 g / HCl / CH₂Cl₂; hexane; H₂O / 0.25 h

5.1: 14.79 g / 2-methyl-2-butene; NaH₂PO₄*H₂O; NaClO₂ / 2-methyl-propan-2-ol; H₂O / 0.33 h / 20 °C

6.1: 8.03 g / triethylamine; phenylsulfonyl chloride / CH₂Cl₂ / 0 - 20 °C

7.1: LiHMDS / tetrahydrofuran; hexane / 0.5 h / -78 °C

7.2: tetrahydrofuran; hexane / 0.5 h / -78 °C

8.1: 23.46 g / lithium diisopropylamide / tetrahydrofuran; hexane / 0.33 h / -78 °C

9.1: 91 percent / trimethylsilyl triflate / CH₂Cl₂ / 0.25 h / 0 °C

With dmap; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; trimethylsilyl trifluoromethanesulfonate; diisobutylaluminium hydride; toluene-4-sulfonic acid; triethylamine; benzenesulfonyl chloride; lithium hexamethyldisilazane; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane; dichloromethane; water; dimethyl sulfoxide; tert-butyl alcohol; 1.1: Hydrolysis / 2.1: Tosylation / 3.1: Substitution / 4.1: Reduction / 4.2: Hydrolysis / 5.1: Oxidation / 6.1: Cyclization / 7.1: Metallation / 7.2: Methylation / 8.1: Metallation / 9.1: Ring cleavage;
DOI:10.1021/jo990988j