6-deoxy-6-{(S)-[(1S,2S,5R)-2-isopropyl-5-methylcyclohexyl]sulfinyl}-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

Base Information

Chemical Name:6-deoxy-6-{(S)-[(1S,2S,5R)-2-isopropyl-5-methylcyclohexyl]sulfinyl}-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose
CAS No.:1429934-53-1
Molecular Formula:C₂₂H₃₈O₆S
Molecular Weight:430.606
Hs Code.:

Synonyms:6-deoxy-6-{(S)-[(1S,2S,5R)-2-isopropyl-5-methylcyclohexyl]sulfinyl}-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

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Chemical Property of 6-deoxy-6-{(S)-[(1S,2S,5R)-2-isopropyl-5-methylcyclohexyl]sulfinyl}-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

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Technology Process of 6-deoxy-6-{(S)-[(1S,2S,5R)-2-isopropyl-5-methylcyclohexyl]sulfinyl}-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

There total 3 articles about 6-deoxy-6-{(S)-[(1S,2S,5R)-2-isopropyl-5-methylcyclohexyl]sulfinyl}-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 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:

: 1429934-46-2
6-deoxy-6-[(1S,2S,5R)-2-isopropyl-5-methylcyclohexylsulfanyl]-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

: 1429934-54-2
6-deoxy-6-{(R)-[(1S,2S,5R)-2-isopropyl-5-methylcyclohexyl]sulfinyl}-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

: 1429934-53-1
6-deoxy-6-{(S)-[(1S,2S,5R)-2-isopropyl-5-methylcyclohexyl]sulfinyl}-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

Guidance literature:: With tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium; In chloroform; at 20 ℃; for 3.08333h; Reagent/catalyst; Temperature; Time; Overall yield = 84 %;
DOI:10.1134/S1070428013030093

Reference yield:

: 4064-06-6
1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

: 1429934-53-1
6-deoxy-6-{(S)-[(1S,2S,5R)-2-isopropyl-5-methylcyclohexyl]sulfinyl}-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

Guidance literature:: Multi-step reaction with 3 steps

1: triphenylphosphine; iodine; benzoimidazole / toluene

2: caesium carbonate; tetra-(n-butyl)ammonium iodide / ethanol / 48.08 h / Inert atmosphere; Reflux

3: bis(acetylacetonate)oxovanadium; tert.-butylhydroperoxide / chloroform / 3.08 h / 20 °C

With benzoimidazole; tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium; iodine; tetra-(n-butyl)ammonium iodide; caesium carbonate; triphenylphosphine; In ethanol; chloroform; toluene;
DOI:10.1134/S1070428013030093

Reference yield:

: 4026-28-2
1,2:3,4-di-O-isopropylidene-6-iodo-D-galactopyranose

: 1429934-53-1
6-deoxy-6-{(S)-[(1S,2S,5R)-2-isopropyl-5-methylcyclohexyl]sulfinyl}-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: caesium carbonate; tetra-(n-butyl)ammonium iodide / ethanol / 48.08 h / Inert atmosphere; Reflux

2: bis(acetylacetonate)oxovanadium; tert.-butylhydroperoxide / chloroform / 3.08 h / 20 °C

With tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium; tetra-(n-butyl)ammonium iodide; caesium carbonate; In ethanol; chloroform;
DOI:10.1134/S1070428013030093