Thexyldimethylsilyl 4-C-<2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-3-<(R)-phenylsulfinyl>-D-galacto-hept-2-enit-1-yl>-2-azido-3,6-di-O-benzyl-2,4-dideoxy-β-D-glucopyranoside

Base Information

Chemical Name:Thexyldimethylsilyl 4-C-<2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-3-<(R)-phenylsulfinyl>-D-galacto-hept-2-enit-1-yl>-2-azido-3,6-di-O-benzyl-2,4-dideoxy-β-D-glucopyranoside
CAS No.:174077-18-0
Molecular Formula:C₆₂H₇₃N₃O₁₀SSi
Molecular Weight:1080.43
Hs Code.:

Thexyldimethylsilyl 4-C-<2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-3-<(R)-phenylsulfinyl>-D-galacto-hept-2-enit-1-yl>-2-azido-3,6-di-O-benzyl-2,4-dideoxy-β-D-glucopyranoside

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Chemical Property of Thexyldimethylsilyl 4-C-<2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-3-<(R)-phenylsulfinyl>-D-galacto-hept-2-enit-1-yl>-2-azido-3,6-di-O-benzyl-2,4-dideoxy-β-D-glucopyranoside

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Technology Process of Thexyldimethylsilyl 4-C-<2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-3-<(R)-phenylsulfinyl>-D-galacto-hept-2-enit-1-yl>-2-azido-3,6-di-O-benzyl-2,4-dideoxy-β-D-glucopyranoside

There total 18 articles about Thexyldimethylsilyl 4-C-<2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-3-<(R)-phenylsulfinyl>-D-galacto-hept-2-enit-1-yl>-2-azido-3,6-di-O-benzyl-2,4-dideoxy-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: 56.0%

: 1,5-Anhydro-3,4,6-tri-O-benzyl-1,2-dideoxy-2-<(R)-phenylsulfinyl>-D-lyxo-1-enitol

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

: 174077-18-0
Thexyldimethylsilyl 4-C-<2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-3-<(R)-phenylsulfinyl>-D-galacto-hept-2-enit-1-yl>-2-azido-3,6-di-O-benzyl-2,4-dideoxy-β-D-glucopyranoside

: 174175-62-3
Thexyldimethylsilyl 4-C-<2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-3-<(R)-phenylsulfinyl>-D-talo-hept-2-enit-1-yl>-2-azido-3,6-di-O-benzyl-2,4-dideoxy-β-D-glucopyranoside

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; hexane; 1.) THF, hexane, -100 deg C, 30 min, 2.) HMPA, THF, 1 h;

Reference yield:

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

: 174077-18-0
Thexyldimethylsilyl 4-C-<2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-3-<(R)-phenylsulfinyl>-D-galacto-hept-2-enit-1-yl>-2-azido-3,6-di-O-benzyl-2,4-dideoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 8 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

8: 25 percent / LDA / tetrahydrofuran; hexane / 1.) THF, hexane, -100 deg C, 30 min, 2.) HMPA, THF, 1 h

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

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 174077-18-0
Thexyldimethylsilyl 4-C-<2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-3-<(R)-phenylsulfinyl>-D-galacto-hept-2-enit-1-yl>-2-azido-3,6-di-O-benzyl-2,4-dideoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 8 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

8: 25 percent / LDA / tetrahydrofuran; hexane / 1.) THF, hexane, -100 deg C, 30 min, 2.) HMPA, THF, 1 h

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