methyl (methyl 2-O-acetyl-4-O-levulinoyl-3-O-methyl-α-L-idopyranosyluronate)-(1->4)-(6-O-acetyl-2-azido-2-deoxy-3-O-methyl-α-D-glucopyranosyl)-(1->4)-(methyl 2-O-acetyl-3-O-methyl-α-L-idopyranosyluronate)-(1->4)-6-O-acetyl-2-[(benzyloxy)carbonyl]amino-2-deoxy-3-O-methyl-α-D-glucopyranoside

Base Information

• Chemical Name: methyl (methyl 2-O-acetyl-4-O-levulinoyl-3-O-methyl-α-L-idopyranosyluronate)-(1->4)-(6-O-acetyl-2-azido-2-deoxy-3-O-methyl-α-D-glucopyranosyl)-(1->4)-(methyl 2-O-acetyl-3-O-methyl-α-L-idopyranosyluronate)-(1->4)-6-O-acetyl-2-[(benzyloxy)carbonyl]amino-2-deoxy-3-O-methyl-α-D-glucopyranoside
• CAS No.: 1388150-22-8
• Molecular Formula: C₅₂H₇₂N₄O₂₉
• Molecular Weight: 1217.15

Synonyms:

Chemical Property of methyl (methyl 2-O-acetyl-4-O-levulinoyl-3-O-methyl-α-L-idopyranosyluronate)-(1->4)-(6-O-acetyl-2-azido-2-deoxy-3-O-methyl-α-D-glucopyranosyl)-(1->4)-(methyl 2-O-acetyl-3-O-methyl-α-L-idopyranosyluronate)-(1->4)-6-O-acetyl-2-[(benzyloxy)carbonyl]amino-2-deoxy-3-O-methyl-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of methyl (methyl 2-O-acetyl-4-O-levulinoyl-3-O-methyl-α-L-idopyranosyluronate)-(1->4)-(6-O-acetyl-2-azido-2-deoxy-3-O-methyl-α-D-glucopyranosyl)-(1->4)-(methyl 2-O-acetyl-3-O-methyl-α-L-idopyranosyluronate)-(1->4)-6-O-acetyl-2-[(benzyloxy)carbonyl]amino-2-deoxy-3-O-methyl-α-D-glucopyranoside

There total 5 articles about methyl (methyl 2-O-acetyl-4-O-levulinoyl-3-O-methyl-α-L-idopyranosyluronate)-(1->4)-(6-O-acetyl-2-azido-2-deoxy-3-O-methyl-α-D-glucopyranosyl)-(1->4)-(methyl 2-O-acetyl-3-O-methyl-α-L-idopyranosyluronate)-(1->4)-6-O-acetyl-2-[(benzyloxy)carbonyl]amino-2-deoxy-3-O-methyl-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:

methyl (4,6-O-isopropylidene-3-O-methyl-α-L-idopyranosyl)-(1->4)-2-[(benzyloxy)carbonyl]amino-2-deoxy-3-O-methyl-α-D-glucopyranoside (1388150-05-7) → methyl (methyl 2-O-acetyl-4-O-levulinoyl-3-O-methyl-α-L-idopyranosyluronate)-(1->4)-(6-O-acetyl-2-azido-2-deoxy-3-O-methyl-α-D-glucopyranosyl)-(1->4)-(methyl 2-O-acetyl-3-O-methyl-α-L-idopyranosyluronate)-(1->4)-6-O-acetyl-2-[(benzyloxy)carbonyl]amino-2-deoxy-3-O-methyl-α-D-glucopyranoside (1388150-22-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: dmap; triethylamine / dichloromethane / 2.17 h / 0 - 20 °C

2.1: acetic acid / 16 h / 20 °C

3.1: sodium hydrogencarbonate; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; water; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / tetrahydrofuran / 4.5 h / 0 - 20 °C / Inert atmosphere

3.2: 0 °C / Inert atmosphere

4.1: dichloromethane / 1 h / 25 °C / Molecular sieve; Inert atmosphere

4.2: 0.25 h / -25 °C

With dmap; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; water; sodium hydrogencarbonate; acetic acid; triethylamine; In tetrahydrofuran; dichloromethane;

Reference yield:

methyl (2-O-acetyl-4,6-O-isopropylidene-3-O-methyl-α-L-idopyranosyl)-(1->4)-6-O-acetyl-2-[(benzyloxy)carbonyl]amino-2-deoxy-3-O-methyl-α-D-glucopyranoside (1388150-06-8) → methyl (methyl 2-O-acetyl-4-O-levulinoyl-3-O-methyl-α-L-idopyranosyluronate)-(1->4)-(6-O-acetyl-2-azido-2-deoxy-3-O-methyl-α-D-glucopyranosyl)-(1->4)-(methyl 2-O-acetyl-3-O-methyl-α-L-idopyranosyluronate)-(1->4)-6-O-acetyl-2-[(benzyloxy)carbonyl]amino-2-deoxy-3-O-methyl-α-D-glucopyranoside (1388150-22-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: acetic acid / 16 h / 20 °C

2.1: sodium hydrogencarbonate; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; water; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / tetrahydrofuran / 4.5 h / 0 - 20 °C / Inert atmosphere

2.2: 0 °C / Inert atmosphere

3.1: dichloromethane / 1 h / 25 °C / Molecular sieve; Inert atmosphere

3.2: 0.25 h / -25 °C

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; water; sodium hydrogencarbonate; acetic acid; In tetrahydrofuran; dichloromethane;

Reference yield:

methyl (2-O-acetyl-3-O-methyl-α-L-idopyranosyl)-(1->4)-6-O-acetyl-2-[(benzyloxy)carbonyl]amino-2-deoxy-3-O-methyl-α-D-glucopyranoside (1388150-07-9) → methyl (methyl 2-O-acetyl-4-O-levulinoyl-3-O-methyl-α-L-idopyranosyluronate)-(1->4)-(6-O-acetyl-2-azido-2-deoxy-3-O-methyl-α-D-glucopyranosyl)-(1->4)-(methyl 2-O-acetyl-3-O-methyl-α-L-idopyranosyluronate)-(1->4)-6-O-acetyl-2-[(benzyloxy)carbonyl]amino-2-deoxy-3-O-methyl-α-D-glucopyranoside (1388150-22-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydrogencarbonate; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; water; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / tetrahydrofuran / 4.5 h / 0 - 20 °C / Inert atmosphere

1.2: 0 °C / Inert atmosphere

2.1: dichloromethane / 1 h / 25 °C / Molecular sieve; Inert atmosphere

2.2: 0.25 h / -25 °C

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; water; sodium hydrogencarbonate; In tetrahydrofuran; dichloromethane;

upstream raw materials:

methyl (4,6-O-isopropylidene-3-O-methyl-α-L-idopyranosyl)-(1->4)-2-[(benzyloxy)carbonyl]amino-2-deoxy-3-O-methyl-α-D-glucopyranoside

methyl (2-O-acetyl-4,6-O-isopropylidene-3-O-methyl-α-L-idopyranosyl)-(1->4)-6-O-acetyl-2-[(benzyloxy)carbonyl]amino-2-deoxy-3-O-methyl-α-D-glucopyranoside

methyl (2-O-acetyl-3-O-methyl-α-L-idopyranosyl)-(1->4)-6-O-acetyl-2-[(benzyloxy)carbonyl]amino-2-deoxy-3-O-methyl-α-D-glucopyranoside

methyl-(2-benzyloxycarbonylamino-O³-methyl-2-deoxy-α-D-glucopyranoside)

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