(+)-(1R)-(1α,2β,3β,4α,6β)-1-O-acetyl-6-(acetylamino)-3-(acetylmethylamino)-4-O-methyl-1,2,4-cyclohexanetriol

Base Information

Chemical Name:(+)-(1R)-(1α,2β,3β,4α,6β)-1-O-acetyl-6-(acetylamino)-3-(acetylmethylamino)-4-O-methyl-1,2,4-cyclohexanetriol
CAS No.:121467-86-5
Molecular Formula:C₁₆H₂₆N₂O₇
Molecular Weight:358.392
Hs Code.:

Synonyms:

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Chemical Property of (+)-(1R)-(1α,2β,3β,4α,6β)-1-O-acetyl-6-(acetylamino)-3-(acetylmethylamino)-4-O-methyl-1,2,4-cyclohexanetriol

Chemical Property:

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Technology Process of (+)-(1R)-(1α,2β,3β,4α,6β)-1-O-acetyl-6-(acetylamino)-3-(acetylmethylamino)-4-O-methyl-1,2,4-cyclohexanetriol

There total 6 articles about (+)-(1R)-(1α,2β,3β,4α,6β)-1-O-acetyl-6-(acetylamino)-3-(acetylmethylamino)-4-O-methyl-1,2,4-cyclohexanetriol 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:

: 55990-89-1,261919-41-9
(1α,2α,3β,4α,5α)-1,2:4,5-dianhydro-1,2,3,4,5-cyclohexane-pentol

: 121467-86-5
(+)-(1R)-(1α,2β,3β,4α,6β)-1-O-acetyl-6-(acetylamino)-3-(acetylmethylamino)-4-O-methyl-1,2,4-cyclohexanetriol

Guidance literature:: Multi-step reaction with 7 steps

1: 97 percent / dioxane / 6 h / Heating

2: chiral phase transfer catalyst, KOH / dioxane / 23 °C

3: 94 percent / NaH / dimethylformamide / 1 h / 0 °C

4: 47 percent / propan-1-ol / 12 h / Heating

5: conc. H₂SO₄, H₂ / Pd/C / methanol / 6 h / Ambient temperature

6: 1) Ba(OH)2*8H₂O, 2) conc. H₂SO₄ / 1) CH₃OH/H₂O, reflux, 6 h, 2) CH₃OH, H₂O

7: 1) Ba(OH)2 / 2) pyridine, r.t., 12 h

With barium dihydroxide; potassium hydroxide; chiral phase transfer catalyst; sulfuric acid; hydrogen; sodium hydride; palladium on activated charcoal; In 1,4-dioxane; methanol; propan-1-ol; N,N-dimethyl-formamide;

Reference yield:

: 94592-12-8
DL-(1α,2α,3β,4β,5α)-1,2-anhydro-3-O,4-N-carbonyl-4-(methylamino)-1,2,3,5-cyclohexanetetrol

: 121467-86-5
(+)-(1R)-(1α,2β,3β,4α,6β)-1-O-acetyl-6-(acetylamino)-3-(acetylmethylamino)-4-O-methyl-1,2,4-cyclohexanetriol

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / NaH / dimethylformamide / 1 h / 0 °C

2: 47 percent / propan-1-ol / 12 h / Heating

3: conc. H₂SO₄, H₂ / Pd/C / methanol / 6 h / Ambient temperature

4: 1) Ba(OH)2*8H₂O, 2) conc. H₂SO₄ / 1) CH₃OH/H₂O, reflux, 6 h, 2) CH₃OH, H₂O

5: 1) Ba(OH)2 / 2) pyridine, r.t., 12 h

With barium dihydroxide; sulfuric acid; hydrogen; sodium hydride; palladium on activated charcoal; In methanol; propan-1-ol; N,N-dimethyl-formamide;

Reference yield:

: 94592-11-7
(1α,2α,3β,4α,5α)-1,2:4,5-dianhydro-3-O-(methylcarbamoyl)-1,2,3,4,5-cyclohexane-pentol

: 121467-86-5
(+)-(1R)-(1α,2β,3β,4α,6β)-1-O-acetyl-6-(acetylamino)-3-(acetylmethylamino)-4-O-methyl-1,2,4-cyclohexanetriol

Guidance literature:: Multi-step reaction with 6 steps

1: chiral phase transfer catalyst, KOH / dioxane / 23 °C

2: 94 percent / NaH / dimethylformamide / 1 h / 0 °C

3: 47 percent / propan-1-ol / 12 h / Heating

4: conc. H₂SO₄, H₂ / Pd/C / methanol / 6 h / Ambient temperature

5: 1) Ba(OH)2*8H₂O, 2) conc. H₂SO₄ / 1) CH₃OH/H₂O, reflux, 6 h, 2) CH₃OH, H₂O

6: 1) Ba(OH)2 / 2) pyridine, r.t., 12 h

With barium dihydroxide; potassium hydroxide; chiral phase transfer catalyst; sulfuric acid; hydrogen; sodium hydride; palladium on activated charcoal; In 1,4-dioxane; methanol; propan-1-ol; N,N-dimethyl-formamide;