Thexyldimethylsilyl 2-azido-3,6-di-O-benzyl-2,4-dideoxy-4-C-formyl-β-D-glucopyranoside

Base Information

Chemical Name:Thexyldimethylsilyl 2-azido-3,6-di-O-benzyl-2,4-dideoxy-4-C-formyl-β-D-glucopyranoside
CAS No.:174077-08-8
Molecular Formula:C₂₉H₄₁N₃O₅Si
Molecular Weight:539.747
Hs Code.:

Synonyms:Thexyldimethylsilyl 2-azido-3,6-di-O-benzyl-2,4-dideoxy-4-C-formyl-β-D-glucopyranoside

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Chemical Property of Thexyldimethylsilyl 2-azido-3,6-di-O-benzyl-2,4-dideoxy-4-C-formyl-β-D-glucopyranoside

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Technology Process of Thexyldimethylsilyl 2-azido-3,6-di-O-benzyl-2,4-dideoxy-4-C-formyl-β-D-glucopyranoside

There total 17 articles about Thexyldimethylsilyl 2-azido-3,6-di-O-benzyl-2,4-dideoxy-4-C-formyl-β-D-glucopyranoside 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: 85.0%

: 174077-06-6
Thexyldimethylsilyl 2-azido-3,6-di-O-benzyl-2,4-dideoxy-4-C-(hydroxymethyl)-β-D-glucopyranoside

: 174077-08-8
Thexyldimethylsilyl 2-azido-3,6-di-O-benzyl-2,4-dideoxy-4-C-formyl-β-D-glucopyranoside

Guidance literature:: With Dess-Martin periodane; In dichloromethane; for 2h; Ambient temperature;

Reference yield: 64.0%

: 174077-07-7
Thexyldimethylsilyl 2-azido-3,6-di-O-benzyl-2,4-dideoxy-4-C-formyl-β-D-galactopyranoside

: 174077-08-8
Thexyldimethylsilyl 2-azido-3,6-di-O-benzyl-2,4-dideoxy-4-C-formyl-β-D-glucopyranoside

Guidance literature:: With triethylamine; at 60 ℃; for 18h;

Reference yield:

: 157488-88-5
thexyldimethylsilyl 2-azido-2-deoxy-β-D-glucopyranoside

: 174077-08-8
Thexyldimethylsilyl 2-azido-3,6-di-O-benzyl-2,4-dideoxy-4-C-formyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 95 percent / p-TsOH / acetonitrile / 1 h

2: 93 percent / NaH / dimethylformamide / 2 h / -15 °C

3: 86 percent / NaCNBH₃, HCl / diethyl ether; tetrahydrofuran

4: pyridine / CH₂Cl₂ / 0.5 h / Ambient temperature

5: acetonitrile / 1 h / 35 °C

6: 36 percent / 1 M DIBALH / toluene; CH₂Cl₂ / 1.) -70 deg C, 2 h, 2.) -70 deg C to r.t., 4 h

7: 64 percent / Et₃N / 18 h / 60 °C

With pyridine; hydrogenchloride; sodium hydride; diisobutylaluminium hydride; sodium cyanoborohydride; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;