N-benzyl-1,6-di-O-benzoyl-3,4-di-O-benzyl-2,5-dideoxy-2,5-imino-D-mannitol

Base Information

Chemical Name:N-benzyl-1,6-di-O-benzoyl-3,4-di-O-benzyl-2,5-dideoxy-2,5-imino-D-mannitol
CAS No.:189267-16-1
Molecular Formula:C₄₁H₃₉NO₆
Molecular Weight:641.764
Hs Code.:

Synonyms:N-benzyl-1,6-di-O-benzoyl-3,4-di-O-benzyl-2,5-dideoxy-2,5-imino-D-mannitol

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Chemical Property of N-benzyl-1,6-di-O-benzoyl-3,4-di-O-benzyl-2,5-dideoxy-2,5-imino-D-mannitol

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Technology Process of N-benzyl-1,6-di-O-benzoyl-3,4-di-O-benzyl-2,5-dideoxy-2,5-imino-D-mannitol

There total 8 articles about N-benzyl-1,6-di-O-benzoyl-3,4-di-O-benzyl-2,5-dideoxy-2,5-imino-D-mannitol 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: 64.0%

: 65-85-0,8013-63-6
benzoic acid

: 157363-86-5
N-benzyl-3,4-di-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol

: 189267-11-6
N-benzyl-2,6-di-O-benzoyl-3,4-di-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol

: 189267-16-1
N-benzyl-1,6-di-O-benzoyl-3,4-di-O-benzyl-2,5-dideoxy-2,5-imino-D-mannitol

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 0 ℃; for 15h;
DOI:10.1016/S0968-0896(96)00266-0

Reference yield:

: 36199-02-7
3,4-di-O-benzyl-D-mannitol

: 189267-16-1
N-benzyl-1,6-di-O-benzoyl-3,4-di-O-benzyl-2,5-dideoxy-2,5-imino-D-mannitol

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / imidazole / dimethylformamide / 2 h / 0 °C

2: NEt₃ / CH₂Cl₂ / 0.25 h / 0 °C

3: concd. aq. HCl / methanol / 2 h / 20 °C

4: 20percent aq. KOH / methanol / 3 h / 20 °C

5: 9 percent / aq. HClO₄ / 4 h / 20 °C

6: 64 percent / Ph₃P, diethyl azodicarboxylate / tetrahydrofuran / 15 h / 0 °C

With 1H-imidazole; hydrogenchloride; potassium hydroxide; perchloric acid; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(96)00266-0

Reference yield:

: 172147-86-3
Methanesulfonic acid (1R,2S,3S,4R)-2,3-bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-4-methanesulfonyloxy-pentyl ester

: 189267-16-1
N-benzyl-1,6-di-O-benzoyl-3,4-di-O-benzyl-2,5-dideoxy-2,5-imino-D-mannitol

Guidance literature:: Multi-step reaction with 4 steps

1: concd. aq. HCl / methanol / 2 h / 20 °C

2: 20percent aq. KOH / methanol / 3 h / 20 °C

3: 9 percent / aq. HClO₄ / 4 h / 20 °C

4: 64 percent / Ph₃P, diethyl azodicarboxylate / tetrahydrofuran / 15 h / 0 °C

With hydrogenchloride; potassium hydroxide; perchloric acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol;
DOI:10.1016/S0968-0896(96)00266-0