3-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-oximino-α-D-xylofuranose

Base Information

• Chemical Name: 3-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-oximino-α-D-xylofuranose
• CAS No.: 35016-89-8
• Molecular Formula: C₁₅H₁₉NO₅
• Molecular Weight: 293.32
• Mol file: 35016-89-8.mol

Synonyms:

Chemical Property of 3-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-oximino-α-D-xylofuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-oximino-α-D-xylofuranose

There total 5 articles about 3-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-oximino-α-D-xylofuranose 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: 60.0%

3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose (23558-05-6) → 3-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-oximino-α-D-xylofuranose (26928-32-5,35016-88-7,35016-89-8,70492-77-2)

Guidance literature:

With hydroxylamine hydrochloride; sodium hydrogencarbonate; In methanol; water; for 1h; Heating;

DOI:10.1055/s-0040-1707276

Reference yield:

1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (350255-13-9) → 3-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-oximino-α-D-xylofuranose (26928-32-5,35016-88-7,35016-89-8,70492-77-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydride / diethyl ether / 20 °C

1.2: 8 h / 60 °C

2.1: acetic acid / water / 5 h / 35 °C

3.1: lead(IV) tetraacetate / benzene / 0.17 h / Heating

4.1: sodium hydrogencarbonate; hydroxylamine hydrochloride / water; methanol / 1 h / Heating

With hydroxylamine hydrochloride; lead(IV) tetraacetate; sodium hydride; sodium hydrogencarbonate; acetic acid; In methanol; diethyl ether; water; benzene;

DOI:10.1055/s-0040-1707276

Reference yield:

1-2 O-isopropylidene 3-O-benzyl α(D)gluco-pentoaldofuranose (908142-25-6) → 3-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-oximino-α-D-xylofuranose (26928-32-5,35016-88-7,35016-89-8,70492-77-2)

Guidance literature:

Multi-step reaction with 2 steps

1: lead(IV) tetraacetate / benzene / 0.17 h / Heating

2: sodium hydrogencarbonate; hydroxylamine hydrochloride / water; methanol / 1 h / Heating

With hydroxylamine hydrochloride; lead(IV) tetraacetate; sodium hydrogencarbonate; In methanol; water; benzene;

DOI:10.1055/s-0040-1707276

upstream raw materials:

3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose

1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

benzyl chloride

1-2,5-6 di-O-isopropylidene 3-O-benzyl α(D)gluco-pentoaldofuranose

Downstream raw materials:

C₅₂H₅₇NO₁₀

C₅₂H₅₇NO₁₀