DL-(1α,2β,3β,4α,6β)-6-azido-4-O-benzyl-3-O,4-N-carbonyl-3-(methylamino)-1,2,4-cyclohexanetriol

Base Information

Chemical Name:DL-(1α,2β,3β,4α,6β)-6-azido-4-O-benzyl-3-O,4-N-carbonyl-3-(methylamino)-1,2,4-cyclohexanetriol
CAS No.:121467-80-9
Molecular Formula:C₁₅H₁₈N₄O₄
Molecular Weight:318.332
Hs Code.:

Synonyms:DL-(1α,2β,3β,4α,6β)-6-azido-4-O-benzyl-3-O,4-N-carbonyl-3-(methylamino)-1,2,4-cyclohexanetriol

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Chemical Property of DL-(1α,2β,3β,4α,6β)-6-azido-4-O-benzyl-3-O,4-N-carbonyl-3-(methylamino)-1,2,4-cyclohexanetriol

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Technology Process of DL-(1α,2β,3β,4α,6β)-6-azido-4-O-benzyl-3-O,4-N-carbonyl-3-(methylamino)-1,2,4-cyclohexanetriol

There total 4 articles about DL-(1α,2β,3β,4α,6β)-6-azido-4-O-benzyl-3-O,4-N-carbonyl-3-(methylamino)-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: 97.0%

: 94592-14-0
DL-(1α,2α,3β,4β,5α)-1,2-anhydro-5-O-benzyl-3-O,4-N-carbonyl-4-(methylamino)-1,2,3,5-cyclohexanetetrol

: 121467-80-9
DL-(1α,2β,3β,4α,6β)-6-azido-4-O-benzyl-3-O,4-N-carbonyl-3-(methylamino)-1,2,4-cyclohexanetriol

Guidance literature:: With azide^(1-); magnesium sulfate; In methanol; for 4h; Heating;
DOI:10.1016/S0040-4039(01)91038-X

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

: 121467-80-9
DL-(1α,2β,3β,4α,6β)-6-azido-4-O-benzyl-3-O,4-N-carbonyl-3-(methylamino)-1,2,4-cyclohexanetriol

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / dioxane / 6 h / Heating

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

3: 1) NaH / 1) DMF, glyme, 0 deg C, 1 h, 2) DMF, glyme, RT, 1 h

4: 96 percent / NaN₃, MgSO₄ / methanol / 6 h / Heating

With potassium hydroxide; sodium azide; chiral phase transfer catalyst; sodium hydride; magnesium sulfate; In 1,4-dioxane; methanol;

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

: 121467-80-9
DL-(1α,2β,3β,4α,6β)-6-azido-4-O-benzyl-3-O,4-N-carbonyl-3-(methylamino)-1,2,4-cyclohexanetriol

Guidance literature:: Multi-step reaction with 3 steps

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

2: 1) NaH / 1) DMF, glyme, 0 deg C, 1 h, 2) DMF, glyme, RT, 1 h

3: 96 percent / NaN₃, MgSO₄ / methanol / 6 h / Heating

With potassium hydroxide; sodium azide; chiral phase transfer catalyst; sodium hydride; magnesium sulfate; In 1,4-dioxane; methanol;