methyl (-)-(2E)-3-[3-(allyloxy)-4-{[6-deoxy-2,3-bis-O-(triisopropylsilyl)-α-D-arabinohexofuranosyl-5-ulose]oxy}phenyl]-2-methylacrylate

Base Information

• Chemical Name: methyl (-)-(2E)-3-[3-(allyloxy)-4-{[6-deoxy-2,3-bis-O-(triisopropylsilyl)-α-D-arabinohexofuranosyl-5-ulose]oxy}phenyl]-2-methylacrylate
• CAS No.: 1190267-26-5
• Molecular Formula: C₃₈H₆₄O₈Si₂
• Molecular Weight: 705.092
• Mol file: 1190267-26-5.mol

Synonyms:methyl (-)-(2E)-3-[3-(allyloxy)-4-{[6-deoxy-2,3-bis-O-(triisopropylsilyl)-α-D-arabinohexofuranosyl-5-ulose]oxy}phenyl]-2-methylacrylate

Chemical Property of methyl (-)-(2E)-3-[3-(allyloxy)-4-{[6-deoxy-2,3-bis-O-(triisopropylsilyl)-α-D-arabinohexofuranosyl-5-ulose]oxy}phenyl]-2-methylacrylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (-)-(2E)-3-[3-(allyloxy)-4-{[6-deoxy-2,3-bis-O-(triisopropylsilyl)-α-D-arabinohexofuranosyl-5-ulose]oxy}phenyl]-2-methylacrylate

There total 2 articles about methyl (-)-(2E)-3-[3-(allyloxy)-4-{[6-deoxy-2,3-bis-O-(triisopropylsilyl)-α-D-arabinohexofuranosyl-5-ulose]oxy}phenyl]-2-methylacrylate 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: 69.0%

(E)-methyl 3-(3-(allyloxy)-4-hydroxyphenyl)-2-methylacrylate (1190266-98-8) + 1-((2S,3R,4S)-5-Hydroxy-3,4-bis((triisopropylsilyl)oxy)tetrahydrofuran-2-yl)ethanone → methyl (-)-(2E)-3-[3-(allyloxy)-4-{[6-deoxy-2,3-bis-O-(triisopropylsilyl)-α-D-arabinohexofuranosyl-5-ulose]oxy}phenyl]-2-methylacrylate (1190267-26-5)

Guidance literature:

With triphenylphosphine; 1,1'-azodicarbonyl-dipiperidine; In toluene; at 20 ℃; for 20h; Inert atmosphere;

DOI:10.1002/anie.200902840

Reference yield:

(E)-methyl 3-(3-(allyloxy)-4-hydroxyphenyl)-2-methylacrylate (1190266-98-8) + 1-((2S,3R,4S)-5-Hydroxy-3,4-bis((triisopropylsilyl)oxy)tetrahydrofuran-2-yl)ethanone → methyl (2E)-3-[3-(allyloxy)-4-{[6-deoxy-2,3-bis-O-(triisopropylsilyl)-β-D-arabinohexofuranosyl-5-ulose]oxy}phenyl]-2-methylacrylate (1190267-00-5) + methyl (-)-(2E)-3-[3-(allyloxy)-4-{[6-deoxy-2,3-bis-O-(triisopropylsilyl)-α-D-arabinohexofuranosyl-5-ulose]oxy}phenyl]-2-methylacrylate (1190267-26-5)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In toluene; at 60 ℃; optical yield given as %de; Inert atmosphere;

DOI:10.1002/anie.200902840

upstream raw materials:

(E)-methyl 3-(3-(allyloxy)-4-hydroxyphenyl)-2-methylacrylate