Benzyl-2-acetamido-2-desoxy-6-O-<4-(1,3-dioxol-2-yl)pentyl>-3,4-O-isopropyliden-α-D-galactopyranosid

Base Information

• Chemical Name: Benzyl-2-acetamido-2-desoxy-6-O-<4-(1,3-dioxol-2-yl)pentyl>-3,4-O-isopropyliden-α-D-galactopyranosid
• CAS No.: 141019-95-6
• Molecular Formula: C₂₅H₃₇NO₈
• Molecular Weight: 479.571
• Mol file: 141019-95-6.mol

Synonyms:Benzyl-2-acetamido-2-desoxy-6-O-<4-(1,3-dioxol-2-yl)pentyl>-3,4-O-isopropyliden-α-D-galactopyranosid

Chemical Property of Benzyl-2-acetamido-2-desoxy-6-O-<4-(1,3-dioxol-2-yl)pentyl>-3,4-O-isopropyliden-α-D-galactopyranosid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzyl-2-acetamido-2-desoxy-6-O-<4-(1,3-dioxol-2-yl)pentyl>-3,4-O-isopropyliden-α-D-galactopyranosid

There total 6 articles about Benzyl-2-acetamido-2-desoxy-6-O-<4-(1,3-dioxol-2-yl)pentyl>-3,4-O-isopropyliden-α-D-galactopyranosid 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: 68.0%

5-iodo-2-pentanone ethylene ketal (3695-28-1) + benzyl 2-acetamido-2-deoxy-3,4-O-isopropylidene-α-D-galactopyranoside (112289-51-7) → Benzyl-2-acetamido-2-desoxy-6-O-<4-(1,3-dioxol-2-yl)pentyl>-3,4-O-isopropyliden-α-D-galactopyranosid (141019-95-6)

Guidance literature:

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane; for 6h;

Reference yield:

benzyl 2-acetamido-2-deoxy-α-D-galactopyranoside (3554-93-6,347411-88-5) → Benzyl-2-acetamido-2-desoxy-6-O-<4-(1,3-dioxol-2-yl)pentyl>-3,4-O-isopropyliden-α-D-galactopyranosid (141019-95-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / p-toluenesulfonic acid / dimethylformamide / 2 h / 60 °C

2: 68 percent / 40 percent aq. NaOH, Bu₄NHSO₄ / CH₂Cl₂ / 6 h

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; toluene-4-sulfonic acid; In dichloromethane; N,N-dimethyl-formamide;

Reference yield:

Benzyl-2-acetamido-2-desoxy-3,6-di-O-dibenzoyl-α-D-glucopyranosid (82827-77-8) → Benzyl-2-acetamido-2-desoxy-6-O-<4-(1,3-dioxol-2-yl)pentyl>-3,4-O-isopropyliden-α-D-galactopyranosid (141019-95-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 96 percent / pyridine / CH₂Cl₂ / 2 h / -20 °C

2: 89 percent / NaNO₂ / dimethylformamide / 5 h / Ambient temperature

3: 1 N methanolic NaOMe / methanol / 1 h

4: 78 percent / p-toluenesulfonic acid / dimethylformamide / 2 h / 60 °C

5: 68 percent / 40 percent aq. NaOH, Bu₄NHSO₄ / CH₂Cl₂ / 6 h

With pyridine; sodium hydroxide; sodium methylate; tetra(n-butyl)ammonium hydrogensulfate; toluene-4-sulfonic acid; sodium nitrite; In methanol; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

5-iodo-2-pentanone ethylene ketal

benzyl 2-acetamido-2-deoxy-3,4-O-isopropylidene-α-D-galactopyranoside

benzyl 2-acetamido-2-deoxy-α-D-galactopyranoside

Benzyl-2-acetamido-2-desoxy-3,6-di-O-dibenzoyl-α-D-glucopyranosid

Downstream raw materials:

Benzyl-2-acetamido-2-desoxy-6-O-(4-oxopentyl)-α-D-galactopyranosid

Benzyl-2-acetamido-2-desoxy-6-O-(4,4-azipentyl)-α-D-galactopyranosid