(1S,2R,3S,4S,5S,6R)-6-acetamido-4-(acetoxymethyl)-5-chloro-4-hydroxycyclohexane-1,2,3-triyl triacetate

Base Information

Chemical Name:(1S,2R,3S,4S,5S,6R)-6-acetamido-4-(acetoxymethyl)-5-chloro-4-hydroxycyclohexane-1,2,3-triyl triacetate
CAS No.:1447971-22-3
Molecular Formula:C₁₇H₂₄ClNO₁₀
Molecular Weight:437.831
Hs Code.:

Synonyms:(1S,2R,3S,4S,5S,6R)-6-acetamido-4-(acetoxymethyl)-5-chloro-4-hydroxycyclohexane-1,2,3-triyl triacetate

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Chemical Property of (1S,2R,3S,4S,5S,6R)-6-acetamido-4-(acetoxymethyl)-5-chloro-4-hydroxycyclohexane-1,2,3-triyl triacetate

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Technology Process of (1S,2R,3S,4S,5S,6R)-6-acetamido-4-(acetoxymethyl)-5-chloro-4-hydroxycyclohexane-1,2,3-triyl triacetate

There total 3 articles about (1S,2R,3S,4S,5S,6R)-6-acetamido-4-(acetoxymethyl)-5-chloro-4-hydroxycyclohexane-1,2,3-triyl triacetate 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: 80.0%

: 900501-28-2
(1R,2S,3R,4S,5R,6R)-5-acetamido-1-(acetoxymethyl)-7-oxabicyclo[4.1.0]heptane-2,3,4-triyl triacetate

: 1447971-22-3
(1S,2R,3S,4S,5S,6R)-6-acetamido-4-(acetoxymethyl)-5-chloro-4-hydroxycyclohexane-1,2,3-triyl triacetate

Guidance literature:: With potassium chloride; acetic acid; In tetrahydrofuran; water; at 0 - 20 ℃; for 48h; Reagent/catalyst; Solvent; Time; regioselective reaction;
DOI:10.1016/j.tet.2013.06.046

Reference yield:

: 74645-52-6,74645-53-7,38231-89-9
(1L)-(1,3,4/2)-4-acetamido-1,2,3-tri-O-acetyl-4-[(acetoxy)methyl]cyclohex-5-ene-1,2,3-triol

: 1447971-22-3
(1S,2R,3S,4S,5S,6R)-6-acetamido-4-(acetoxymethyl)-5-chloro-4-hydroxycyclohexane-1,2,3-triyl triacetate

Guidance literature:: Multi-step reaction with 2 steps

1: 3-chloro-benzenecarboperoxoic acid; Santonox R / dichloromethane / 3 h / 90 °C

2: potassium chloride; acetic acid / water; tetrahydrofuran / 48 h / 0 - 20 °C

With Santonox R; potassium chloride; acetic acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/j.tet.2013.06.046

Reference yield:

: 38231-86-6
valienamine

: 1447971-22-3
(1S,2R,3S,4S,5S,6R)-6-acetamido-4-(acetoxymethyl)-5-chloro-4-hydroxycyclohexane-1,2,3-triyl triacetate

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine; dmap / dichloromethane / 12 h / 0 - 20 °C

2: 3-chloro-benzenecarboperoxoic acid; Santonox R / dichloromethane / 3 h / 90 °C

3: potassium chloride; acetic acid / water; tetrahydrofuran / 48 h / 0 - 20 °C

With pyridine; dmap; Santonox R; potassium chloride; acetic acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/j.tet.2013.06.046