4-O-(β-D-galactopyranosyl)-N-(N-benzyloxycarbonyldiglycyl)-β-D-glucopyranosylamine

Base Information

• Chemical Name: 4-O-(β-D-galactopyranosyl)-N-(N-benzyloxycarbonyldiglycyl)-β-D-glucopyranosylamine
• CAS No.: 949926-35-6
• Molecular Formula: C₂₄H₃₅N₃O₁₄
• Molecular Weight: 589.554

Synonyms:4-O-(β-D-galactopyranosyl)-N-(N-benzyloxycarbonyldiglycyl)-β-D-glucopyranosylamine

Chemical Property of 4-O-(β-D-galactopyranosyl)-N-(N-benzyloxycarbonyldiglycyl)-β-D-glucopyranosylamine

Chemical Property:

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Technology Process of 4-O-(β-D-galactopyranosyl)-N-(N-benzyloxycarbonyldiglycyl)-β-D-glucopyranosylamine

There total 1 articles about 4-O-(β-D-galactopyranosyl)-N-(N-benzyloxycarbonyldiglycyl)-β-D-glucopyranosylamine 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: 86.0%

N-(Benzyloxycarbonyl)glycine (1138-80-3) + N-glycyl-β-lactosylamine (161478-60-0) → 4-O-(β-D-galactopyranosyl)-N-(N-benzyloxycarbonyldiglycyl)-β-D-glucopyranosylamine (949926-35-6)

Guidance literature:

With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide; In dimethyl sulfoxide; at 15 ℃; for 24h;

DOI:10.1007/s11172-006-0409-6

Reference yield:

4-O-(β-D-galactopyranosyl)-N-(N-benzyloxycarbonyldiglycyl)-β-D-glucopyranosylamine (949926-35-6) → 4-O-(β-D-galactopyranosyl)-N-(N-benzyloxycarbonyl-L-seryldiglycyl)-β-D-glucopyranosylamine (949926-41-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / H₂ / Pd/C / H₂O / 20 °C

2: N-hydroxysuccinimide; DCC / dimethylsulfoxide / 24 h / 15 °C

With 1-hydroxy-pyrrolidine-2,5-dione; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In water; dimethyl sulfoxide;

DOI:10.1007/s11172-006-0409-6

Reference yield:

4-O-(β-D-galactopyranosyl)-N-(N-benzyloxycarbonyldiglycyl)-β-D-glucopyranosylamine (949926-35-6) → 4-O-(β-D-galactopyranosyl)-N-(N-benzyloxycarbonyldiglycyl-L-seryldiglycyl)-β-D-glucopyranosylamine (949926-43-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 86 percent / H₂ / Pd/C / H₂O / 20 °C

2: N-hydroxysuccinimide; DCC / dimethylsulfoxide / 24 h / 15 °C

3: 80 percent / H₂ / Pd/C / H₂O / 20 °C

4: 78 percent / N-hydroxysuccinimide; DCC / dimethylsulfoxide / 24 h / 15 °C

With 1-hydroxy-pyrrolidine-2,5-dione; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In water; dimethyl sulfoxide;

DOI:10.1007/s11172-006-0409-6

upstream raw materials:

N-(Benzyloxycarbonyl)glycine

N-glycyl-β-lactosylamine

Downstream raw materials:

4-O-(β-D-galactopyranosyl)-N-(N-benzyloxycarbonyl-L-seryldiglycyl)-β-D-glucopyranosylamine

4-O-(β-D-galactopyranosyl)-N-(N-benzyloxycarbonyldiglycyl-L-seryldiglycyl)-β-D-glucopyranosylamine

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