methyl [isopropyl 4-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-α-L-idopyranosyl] uronate

Base Information

Chemical Name:methyl [isopropyl 4-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-α-L-idopyranosyl] uronate
CAS No.:472985-99-2
Molecular Formula:C₄₆H₅₁N₃O₁₃
Molecular Weight:853.923
Hs Code.:

Synonyms:methyl [isopropyl 4-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-α-L-idopyranosyl] uronate

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Chemical Property of methyl [isopropyl 4-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-α-L-idopyranosyl] uronate

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Technology Process of methyl [isopropyl 4-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-α-L-idopyranosyl] uronate

There total 7 articles about methyl [isopropyl 4-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-α-L-idopyranosyl] uronate 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: 65.0%

: 67-63-0,8013-70-5
isopropyl alcohol

: 382614-16-6
O-(methyl 4-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-α,β-L-idopyranosyluronate) trichloroacetimidate

: 472985-99-2
methyl [isopropyl 4-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-α-L-idopyranosyl] uronate

: methyl [isopropyl 4-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-β-L-idopyranosyl] uronate

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 0.0833333h;
DOI:10.1002/1099-0690(200207)2002:14<2367::AID-EJOC2367>3.0.CO;2-K

Reference yield:

: 98-88-4
benzoyl chloride

: 472985-99-2
methyl [isopropyl 4-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-α-L-idopyranosyl] uronate

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / 24 h / 20 °C

2: 88 percent / (HF)_n*Py / tetrahydrofuran / 24 h / -10 - 0 °C

3: 95 percent / K₂CO₃ / CH₂Cl₂ / 4 h / 20 °C

4: 65 percent / TMSOTf / CH₂Cl₂ / 0.08 h / 0 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; (HF)_n*Py; potassium carbonate; In tetrahydrofuran; dichloromethane;
DOI:10.1002/1099-0690(200207)2002:14<2367::AID-EJOC2367>3.0.CO;2-K

Reference yield:

: 135415-92-8
O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α,β-D-glucopyranosyl) trichloroacetimidate

: 472985-99-2
methyl [isopropyl 4-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-α-L-idopyranosyl] uronate

Guidance literature:: Multi-step reaction with 5 steps

1: TMSOTf / CH₂Cl₂ / 0 °C

2: pyridine / 24 h / 20 °C

3: 88 percent / (HF)_n*Py / tetrahydrofuran / 24 h / -10 - 0 °C

4: 95 percent / K₂CO₃ / CH₂Cl₂ / 4 h / 20 °C

5: 65 percent / TMSOTf / CH₂Cl₂ / 0.08 h / 0 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; (HF)_n*Py; potassium carbonate; In tetrahydrofuran; dichloromethane;
DOI:10.1002/1099-0690(200207)2002:14<2367::AID-EJOC2367>3.0.CO;2-K