(2S,3S,4S,5R)-5-Allyloxy-3-benzoyloxy-4-(4-oxo-pentanoyloxy)-6-phenylsulfanyl-tetrahydro-pyran-2-carboxylic acid

Base Information

Chemical Name:(2S,3S,4S,5R)-5-Allyloxy-3-benzoyloxy-4-(4-oxo-pentanoyloxy)-6-phenylsulfanyl-tetrahydro-pyran-2-carboxylic acid
CAS No.:211486-70-3
Molecular Formula:C₂₇H₂₈O₉S
Molecular Weight:528.58
Hs Code.:

Synonyms:(2S,3S,4S,5R)-5-Allyloxy-3-benzoyloxy-4-(4-oxo-pentanoyloxy)-6-phenylsulfanyl-tetrahydro-pyran-2-carboxylic acid

Suppliers and Price of (2S,3S,4S,5R)-5-Allyloxy-3-benzoyloxy-4-(4-oxo-pentanoyloxy)-6-phenylsulfanyl-tetrahydro-pyran-2-carboxylic acid

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 (2S,3S,4S,5R)-5-Allyloxy-3-benzoyloxy-4-(4-oxo-pentanoyloxy)-6-phenylsulfanyl-tetrahydro-pyran-2-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2S,3S,4S,5R)-5-Allyloxy-3-benzoyloxy-4-(4-oxo-pentanoyloxy)-6-phenylsulfanyl-tetrahydro-pyran-2-carboxylic acid

There total 7 articles about (2S,3S,4S,5R)-5-Allyloxy-3-benzoyloxy-4-(4-oxo-pentanoyloxy)-6-phenylsulfanyl-tetrahydro-pyran-2-carboxylic acid 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: 48.0%

: 211486-66-7
Benzoic acid (2R,3R,4S,5R)-5-allyloxy-2-hydroxymethyl-4-(4-hydroxy-pentanoyloxy)-6-phenylsulfanyl-tetrahydro-pyran-3-yl ester

: 211486-70-3
(2S,3S,4S,5R)-5-Allyloxy-3-benzoyloxy-4-(4-oxo-pentanoyloxy)-6-phenylsulfanyl-tetrahydro-pyran-2-carboxylic acid

Guidance literature:: With dipyridinium dichromate; In N,N-dimethyl-formamide; for 16h;
DOI:10.1016/S0040-4039(98)00965-4

Reference yield:

: 131614-84-1
methyl 2-O-allyl-4,6-O-benzylidene-α-D-glucopyranoside

: 211486-70-3
(2S,3S,4S,5R)-5-Allyloxy-3-benzoyloxy-4-(4-oxo-pentanoyloxy)-6-phenylsulfanyl-tetrahydro-pyran-2-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1: DCC, DMAP / CH₂Cl₂

2: Et₃SiH, TFA / CH₂Cl₂

3: DMAP, pyridine

4: 95 percent / NaBH₄ / ethanol / 0.5 h / Ambient temperature

5: 54 percent / ZnI₂, nBu₄NI / 1,2-dichloro-ethane / 6 h / 60 °C

6: 48 percent / PDC / dimethylformamide / 16 h

With pyridine; triethylsilane; dmap; sodium tetrahydroborate; dipyridinium dichromate; tetra-(n-butyl)ammonium iodide; dicyclohexyl-carbodiimide; trifluoroacetic acid; zinc(II) iodide; In ethanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(98)00965-4

Reference yield:

: 211486-57-6
4-Oxo-pentanoic acid (2S,3R,4S,5R,6R)-3-allyloxy-6-benzyloxymethyl-5-hydroxy-2-methoxy-tetrahydro-pyran-4-yl ester

: 211486-70-3
(2S,3S,4S,5R)-5-Allyloxy-3-benzoyloxy-4-(4-oxo-pentanoyloxy)-6-phenylsulfanyl-tetrahydro-pyran-2-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: DMAP, pyridine

2: 95 percent / NaBH₄ / ethanol / 0.5 h / Ambient temperature

3: 54 percent / ZnI₂, nBu₄NI / 1,2-dichloro-ethane / 6 h / 60 °C

4: 48 percent / PDC / dimethylformamide / 16 h

With pyridine; dmap; sodium tetrahydroborate; dipyridinium dichromate; tetra-(n-butyl)ammonium iodide; zinc(II) iodide; In ethanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(98)00965-4