Methyl 5-O-tert-butyldiphenylsilyl-3,4-O-isopropylidene-L-xylonate

Base Information

• Chemical Name: Methyl 5-O-tert-butyldiphenylsilyl-3,4-O-isopropylidene-L-xylonate
• CAS No.: 205449-10-1
• Molecular Formula: C₂₅H₃₄O₆Si
• Molecular Weight: 458.627
• Mol file: 205449-10-1.mol

Synonyms:Methyl 5-O-tert-butyldiphenylsilyl-3,4-O-isopropylidene-L-xylonate

Chemical Property of Methyl 5-O-tert-butyldiphenylsilyl-3,4-O-isopropylidene-L-xylonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl 5-O-tert-butyldiphenylsilyl-3,4-O-isopropylidene-L-xylonate

There total 2 articles about Methyl 5-O-tert-butyldiphenylsilyl-3,4-O-isopropylidene-L-xylonate 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: 54.0%

Acetoxy-[(4R,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetic acid methyl ester (205449-09-8) → Methyl 5-O-tert-butyldiphenylsilyl-3,4-O-isopropylidene-L-xylonate (205449-10-1) + Methyl 5-O-tert-butyldiphenylsilyl-3,4-O-isopropylidene-L-lyxonate (205449-07-6)

Guidance literature:

With methanol; potassium carbonate;

DOI:10.3987/COM-97-S(N)59

Reference yield:

Acetoxy-[(4R,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetic acid → Methyl 5-O-tert-butyldiphenylsilyl-3,4-O-isopropylidene-L-xylonate (205449-10-1)

Guidance literature:

Multi-step reaction with 2 steps

2: 45 percent / K₂CO₃, MeOH

With methanol; potassium carbonate;

DOI:10.3987/COM-97-S(N)59

Reference yield: 90.0%

trifluoromethylsulfonic anhydride (358-23-6) + Methyl 5-O-tert-butyldiphenylsilyl-3,4-O-isopropylidene-L-xylonate (205449-10-1) → (S)-[(4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-trifluoromethanesulfonyloxy-acetic acid methyl ester (205449-11-2)

Guidance literature:

With pyridine; In dichloromethane;

DOI:10.3987/COM-97-S(N)59

upstream raw materials:

Acetoxy-[(4R,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetic acid methyl ester

Downstream raw materials:

(S)-[(4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-trifluoromethanesulfonyloxy-acetic acid methyl ester

Benzyl 5-O-(aminocarbonyl)-2-(tert-butoxycarbonyl)amino-2-deoxy-3,4-O-isopropylidene-L-xylonate

Methyl 2-azido-5-O-tert-butyldiphenylsilyl-2-deoxy-3,4-O-isopropylidene-L-xylonate

Methyl 5-O-tert-butyldiphenylsilyl-2-(tert-butoxycarbonyl)amino-2-deoxy-3,4-O-isopropylidene-L-xylonate