(R)-5-O-cyclohexylcarbamoyl-1,2-O-isopropylidene-3,4-O-(2,2,2-trichloroethylidene)-β-D-tagatopyranose

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Chemical Name:(R)-5-O-cyclohexylcarbamoyl-1,2-O-isopropylidene-3,4-O-(2,2,2-trichloroethylidene)-β-D-tagatopyranose
CAS No.:250235-52-0
Molecular Formula:C₁₈H₂₆Cl₃NO₇
Molecular Weight:474.766
Hs Code.:

Synonyms:(R)-5-O-cyclohexylcarbamoyl-1,2-O-isopropylidene-3,4-O-(2,2,2-trichloroethylidene)-β-D-tagatopyranose

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Chemical Property of (R)-5-O-cyclohexylcarbamoyl-1,2-O-isopropylidene-3,4-O-(2,2,2-trichloroethylidene)-β-D-tagatopyranose

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Technology Process of (R)-5-O-cyclohexylcarbamoyl-1,2-O-isopropylidene-3,4-O-(2,2,2-trichloroethylidene)-β-D-tagatopyranose

There total 1 articles about (R)-5-O-cyclohexylcarbamoyl-1,2-O-isopropylidene-3,4-O-(2,2,2-trichloroethylidene)-β-D-tagatopyranose 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: 51.2%

: 66900-93-4
1,2-O-isopropylidene-β-D-fructopyranose

: 75-87-6
chloral

: 538-75-0
dicyclohexyl-carbodiimide

: 250235-52-0
(R)-5-O-cyclohexylcarbamoyl-1,2-O-isopropylidene-3,4-O-(2,2,2-trichloroethylidene)-β-D-tagatopyranose

: (S)-5-O-cyclohexylcarbamoyl-1,2-O-isopropylidene-3,4-O-(2,2,2-trichloroethylidene)-β-D-tagatopyranose

Guidance literature:: In 1,2-dichloro-ethane; for 5h;
DOI:10.1016/S0008-6215(99)00090-7

Reference yield: 93.9%

: 250235-52-0
(R)-5-O-cyclohexylcarbamoyl-1,2-O-isopropylidene-3,4-O-(2,2,2-trichloroethylidene)-β-D-tagatopyranose

: (R)-5-O-cyclohexylcarbamoyl-3,4-O-(2,2,2-trichloroethylidene)-αβ-D-tagatopyranose

Guidance literature:: With trifluoroacetic acid; at 20 ℃; for 12h;
DOI:10.1016/S0008-6215(99)00090-7

Reference yield:

: 250235-52-0
(R)-5-O-cyclohexylcarbamoyl-1,2-O-isopropylidene-3,4-O-(2,2,2-trichloroethylidene)-β-D-tagatopyranose

: (R)-1,2-di-O-acetyl-3,4-O-ethylidene-α-D-tagatopyranose

Guidance literature:: Multi-step reaction with 3 steps

1: 93.9 percent / aq. TFA / 12 h / 20 °C

2: 93.2 percent / pyridine / 48 h / 20 °C

3: 72.4 percent / Bu₃SnH; AIBN / toluene / 12 h / 80 °C

With pyridine; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; trifluoroacetic acid; In toluene; 1: Hydrolysis / 2: acetylation / 3: reduction;
DOI:10.1016/S0008-6215(99)00090-7