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 4-Acetate

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 4-Acetate
CAS No.:104600-74-0
Molecular Formula:C₂₄H₂₆N₄O₆
Molecular Weight:466.494
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 4-Acetate

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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 4-Acetate

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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 4-Acetate

There total 6 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 4-Acetate 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: 90.0%

: 108-24-7
acetic anhydride

: 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

: 104600-74-0
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 4-Acetate

Guidance literature:: With pyridine; dmap; at 20 ℃; for 24h;
DOI:10.1002/jlac.198619861201

Reference yield:

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

: 104600-74-0
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 4-Acetate

Guidance literature:: Multi-step reaction with 5 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

5: 90 percent / pyridine, DMAP / 24 h / 20 °C

With pyridine; dmap; 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

: 104600-74-0
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 4-Acetate

Guidance literature:: Multi-step reaction with 4 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

4: 90 percent / pyridine, DMAP / 24 h / 20 °C

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