DL-(1α,2α,3β,4α,5β,6β)-3-Azido-1,2-di-O-benzyl-5-O,6-N-carbonyl-6-(methylamino)-1,2,4,5-cyclohexanetetrol

Base Information

Chemical Name:DL-(1α,2α,3β,4α,5β,6β)-3-Azido-1,2-di-O-benzyl-5-O,6-N-carbonyl-6-(methylamino)-1,2,4,5-cyclohexanetetrol
CAS No.:104600-72-8
Molecular Formula:C₂₂H₂₄N₄O₅
Molecular Weight:424.456
Hs Code.:

Synonyms:DL-(1α,2α,3β,4α,5β,6β)-3-Azido-1,2-di-O-benzyl-5-O,6-N-carbonyl-6-(methylamino)-1,2,4,5-cyclohexanetetrol

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Chemical Property of DL-(1α,2α,3β,4α,5β,6β)-3-Azido-1,2-di-O-benzyl-5-O,6-N-carbonyl-6-(methylamino)-1,2,4,5-cyclohexanetetrol

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Technology Process of DL-(1α,2α,3β,4α,5β,6β)-3-Azido-1,2-di-O-benzyl-5-O,6-N-carbonyl-6-(methylamino)-1,2,4,5-cyclohexanetetrol

There total 5 articles about DL-(1α,2α,3β,4α,5β,6β)-3-Azido-1,2-di-O-benzyl-5-O,6-N-carbonyl-6-(methylamino)-1,2,4,5-cyclohexanetetrol 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: 4.0%

: 104600-56-8
DL-(1α,2β,3β,4β,5β,6α)-2,3-Anhydro-4,5-di-O-benzyl-1-O,6-N-carbonyl-6-(methylamino)-1,2,3,4,5-cyclohexanepentol

: 104600-72-8
DL-(1α,2α,3β,4α,5β,6β)-3-Azido-1,2-di-O-benzyl-5-O,6-N-carbonyl-6-(methylamino)-1,2,4,5-cyclohexanetetrol

: 104600-73-9
DL-(1α,2α,3α,4β,5β,6β)-4-Azido-1,2-di-O-benzyl-5-O,6-N-carbonyl-6-(methylamino)-1,2,3,5-cyclohexanetetrol

Guidance literature:: With sodium azide; magnesium sulfate; In methanol; for 48h; Heating;
DOI:10.1002/jlac.198619861201

Reference yield:

: 50473-98-8
1,2:4,5-Dianhydro-epi-inositol

: 104600-72-8
DL-(1α,2α,3β,4α,5β,6β)-3-Azido-1,2-di-O-benzyl-5-O,6-N-carbonyl-6-(methylamino)-1,2,4,5-cyclohexanetetrol

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / dioxane / 4 h / Heating

2: 1.) (Me₂N)3P=NMe / 1.) acetonitrile, 4 h, 60 deg C; 2.) EtOH, 1 h, 60 deg C

3: 1.) NaH / 1) DMF, 15 min., 20 deg C; 2.) 4 h

4: 92 percent / NaN₃, MgSO₄ / methanol / 48 h / Heating

With sodium azide; tris(dimethylamino)(methylimino)phosphorane; sodium hydride; magnesium sulfate; In 1,4-dioxane; methanol;
DOI:10.1002/jlac.198619861201

Reference yield:

: 88563-84-2
1,2:4,5-Dianhydro-3,6-bis-O-(methylcarbamoyl)epi-inositol

: 104600-72-8
DL-(1α,2α,3β,4α,5β,6β)-3-Azido-1,2-di-O-benzyl-5-O,6-N-carbonyl-6-(methylamino)-1,2,4,5-cyclohexanetetrol

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) (Me₂N)3P=NMe / 1.) acetonitrile, 4 h, 60 deg C; 2.) EtOH, 1 h, 60 deg C

2: 1.) NaH / 1) DMF, 15 min., 20 deg C; 2.) 4 h

3: 92 percent / NaN₃, MgSO₄ / methanol / 48 h / Heating

With sodium azide; tris(dimethylamino)(methylimino)phosphorane; sodium hydride; magnesium sulfate; In methanol;
DOI:10.1002/jlac.198619861201