(Z)-3-O-benzyl-6-brom-5,6-didesoxy-1,2-O-isopropyliden-α-D-xylo-hept-5-eno-1,4-furanose-uronsaeure-aethylester

Base Information

• Chemical Name: (Z)-3-O-benzyl-6-brom-5,6-didesoxy-1,2-O-isopropyliden-α-D-xylo-hept-5-eno-1,4-furanose-uronsaeure-aethylester
• CAS No.: 71536-59-9
• Molecular Formula: C₁₉H₂₃BrO₆
• Molecular Weight: 427.292
• Mol file: 71536-59-9.mol

Synonyms:(Z)-3-O-benzyl-6-brom-5,6-didesoxy-1,2-O-isopropyliden-α-D-xylo-hept-5-eno-1,4-furanose-uronsaeure-aethylester

Chemical Property of (Z)-3-O-benzyl-6-brom-5,6-didesoxy-1,2-O-isopropyliden-α-D-xylo-hept-5-eno-1,4-furanose-uronsaeure-aethylester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-3-O-benzyl-6-brom-5,6-didesoxy-1,2-O-isopropyliden-α-D-xylo-hept-5-eno-1,4-furanose-uronsaeure-aethylester

There total 3 articles about (Z)-3-O-benzyl-6-brom-5,6-didesoxy-1,2-O-isopropyliden-α-D-xylo-hept-5-eno-1,4-furanose-uronsaeure-aethylester 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: 77.0%

3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose (23558-05-6) + ethyl 2-bromo-2-(triphenylphosphoranylidene)acetate (803-14-5) → (E)-3-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-2-bromo-acrylic acid ethyl ester (57972-96-0,71536-59-9)

Guidance literature:

In dichloromethane; at 25 ℃; for 12h;

DOI:10.1039/b509216g

Reference yield:

→ (Z)-3-O-benzyl-6-brom-5,6-didesoxy-1,2-O-isopropyliden-α-D-xylo-hept-5-eno-1,4-furanose-uronsaeure-aethylester (71536-59-9)

Guidance literature:

aus 3-O-Benzyl-1,2-O-isopropyliden-α-D-xylo-pentodialdo-1,4-furanose (2), -triphenyl-phosphoran (5) in Bzl.;

DOI:10.1002/hlca.19790620442

Reference yield:

→ (E)-3-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-2-bromo-acrylic acid ethyl ester (57972-96-0,71536-59-9)

Guidance literature:

entspr. Aldehyd-Zucker, entspr. Phosphoniumbromid;

DOI:10.1002/hlca.19750580627

upstream raw materials:

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

ethyl 2-bromo-2-(triphenylphosphoranylidene)acetate

Downstream raw materials:

ethyl 3-O-benzyl-5,6-N-benzyl-(E)-aziridine-1,2-O-isopropylidenehept-5,6-dideoxy-β-L-ido-heptofuranuronate

6-aldehydo-5-(N-benzyl-N-benzoxycarbonyl)amino-3-O-benzyl-5-deoxy-1,2-O-isopropylidene-β-L-ido-hexo-1,4-furanose

5-(N-benzoxycarbonyl)amino-3,6,7-trihydroxy-5-deoxy-1,2-O-isopropylidene-β-L-glycero-L-ido-hepto-1,4-furanose

ethyl 3-O-benzyl-5-(N-benzyl)amino-1,2-O-isopropylidene-β-L-glycero-L-ido-heptofuranuronate