Methyl 3-amino-2,4-di-O-benzyl-3,6-dideoxy-α-L-galactopyranoside

Base Information

• Chemical Name: Methyl 3-amino-2,4-di-O-benzyl-3,6-dideoxy-α-L-galactopyranoside
• CAS No.: 170998-58-0
• Molecular Formula: C₂₁H₂₇NO₄
• Molecular Weight: 357.45
• Mol file: 170998-58-0.mol

Synonyms:Methyl 3-amino-2,4-di-O-benzyl-3,6-dideoxy-α-L-galactopyranoside

Chemical Property of Methyl 3-amino-2,4-di-O-benzyl-3,6-dideoxy-α-L-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl 3-amino-2,4-di-O-benzyl-3,6-dideoxy-α-L-galactopyranoside

There total 4 articles about Methyl 3-amino-2,4-di-O-benzyl-3,6-dideoxy-α-L-galactopyranoside 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 2,4-di-O-benzyl-6-deoxy-α-L-xylo-hexopyranosid-3-ulose (E)-O-methyloxime (170998-64-8) → Methyl 3-amino-2,4-di-O-benzyl-3,6-dideoxy-α-L-galactopyranoside (170998-58-0) + Methyl 3-amino-2,4-di-O-benzyl-3,6-dideoxy-α-L-gulopyranoside (170998-57-9)

Guidance literature:

With lithium aluminium tetrahydride; In 1,4-dioxane; at 90 ℃; for 3h; Yield given. Yields of byproduct given;

Reference yield:

Methyl 2,4-di-O-benzyl-6-deoxy-α-L-galactopyranoside (42822-12-8) → Methyl 3-amino-2,4-di-O-benzyl-3,6-dideoxy-α-L-galactopyranoside (170998-58-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / PCC / CH₂Cl₂ / Ambient temperature

2: 88 percent / NaHCO₃ / methanol / 3 h / Heating

3: LiAlH₄ / dioxane / 3 h / 90 °C

With lithium aluminium tetrahydride; sodium hydrogencarbonate; pyridinium chlorochromate; In 1,4-dioxane; methanol; dichloromethane;

Reference yield:

Methyl 2,4-di-O-benzyl-6-deoxy-α-L-xylo-hexopyranosid-3-ulose (170998-55-7) → Methyl 3-amino-2,4-di-O-benzyl-3,6-dideoxy-α-L-galactopyranoside (170998-58-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / NaHCO₃ / methanol / 3 h / Heating

2: LiAlH₄ / dioxane / 3 h / 90 °C

With lithium aluminium tetrahydride; sodium hydrogencarbonate; In 1,4-dioxane; methanol;

upstream raw materials:

Methyl 2,4-di-O-benzyl-6-deoxy-α-L-xylo-hexopyranosid-3-ulose (E)-O-methyloxime

(2R,3S,5S,6S)-3,5-Bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-one oxime

Methyl 2,4-di-O-benzyl-6-deoxy-α-L-galactopyranoside

Methyl 2,4-di-O-benzyl-6-deoxy-α-L-xylo-hexopyranosid-3-ulose

Downstream raw materials:

Acetic acid (3S,4R,5S,6S)-4-azido-3,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yl ester