methyl (methyl 2-O-acetyl-3,4-di-O-pivaloyl-α-L-idopyranosyluronate)-(1->4)-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranoside

Base Information

Chemical Name:methyl (methyl 2-O-acetyl-3,4-di-O-pivaloyl-α-L-idopyranosyluronate)-(1->4)-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranoside
CAS No.:630129-59-8
Molecular Formula:C₃₅H₄₉N₃O₁₅
Molecular Weight:751.785
Hs Code.:

Synonyms:methyl (methyl 2-O-acetyl-3,4-di-O-pivaloyl-α-L-idopyranosyluronate)-(1->4)-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranoside

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Chemical Property of methyl (methyl 2-O-acetyl-3,4-di-O-pivaloyl-α-L-idopyranosyluronate)-(1->4)-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranoside

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Technology Process of methyl (methyl 2-O-acetyl-3,4-di-O-pivaloyl-α-L-idopyranosyluronate)-(1->4)-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranoside

There total 3 articles about methyl (methyl 2-O-acetyl-3,4-di-O-pivaloyl-α-L-idopyranosyluronate)-(1->4)-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-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: 64.0%

: 175978-56-0
methyl 6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranoside

: 630129-56-5
methyl 2-O-acetyl-3,4-di-O-pivaloyl-α-L-idopyranosyluronate trichloroacetimidate

: 630129-59-8
methyl (methyl 2-O-acetyl-3,4-di-O-pivaloyl-α-L-idopyranosyluronate)-(1->4)-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranoside

Guidance literature:: With 4 Angstroem MS; triethylsilyl trifluoromethyl sulfonate; In dichloromethane; for 3h;
DOI:10.1016/j.tetlet.2003.08.092

Reference yield:

: methyl 2-O-acetyl-3,4-di-O-pivaloyl-L-idopyranosuronate

: 630129-59-8
methyl (methyl 2-O-acetyl-3,4-di-O-pivaloyl-α-L-idopyranosyluronate)-(1->4)-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 55 percent / DBU / CH₂Cl₂ / 1 h / cooling

2: 64 percent / 4A MS; TESOTf / CH₂Cl₂ / 3 h / -20 - -10 °C

With triethylsilyl trifluoromethyl sulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane;
DOI:10.1016/j.carres.2004.11.029

Reference yield:

: methyl (dimethylthexylsilyl 2-O-acetyl-3,4-di-O-pivaloyl-L-idopyranosid)uronate

: 630129-59-8
methyl (methyl 2-O-acetyl-3,4-di-O-pivaloyl-α-L-idopyranosyluronate)-(1->4)-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / HOAc; Bu₄NF / tetrahydrofuran / 0 - 15 °C

2: 55 percent / DBU / CH₂Cl₂ / 1 h / cooling

3: 64 percent / 4A MS; TESOTf / CH₂Cl₂ / 3 h / -20 - -10 °C

With tetrabutyl ammonium fluoride; triethylsilyl trifluoromethyl sulfonate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.carres.2004.11.029