(methyl 3-O-benzyl-4-O-levulinoyl-β-L-idopyranuronate) 1,2-(tert-butyl orthoacetate)

Base Information

• Chemical Name: (methyl 3-O-benzyl-4-O-levulinoyl-β-L-idopyranuronate) 1,2-(tert-butyl orthoacetate)
• CAS No.: 126684-03-5
• Molecular Formula: C₂₅H₃₄O₁₀
• Molecular Weight: 494.539
• Mol file: 126684-03-5.mol

Synonyms:

Chemical Property of (methyl 3-O-benzyl-4-O-levulinoyl-β-L-idopyranuronate) 1,2-(tert-butyl orthoacetate)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (methyl 3-O-benzyl-4-O-levulinoyl-β-L-idopyranuronate) 1,2-(tert-butyl orthoacetate)

There total 1 articles about (methyl 3-O-benzyl-4-O-levulinoyl-β-L-idopyranuronate) 1,2-(tert-butyl orthoacetate) 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:

levulinic anhydride (40608-06-8) + methyl 3-O-benzyl-β-L-idopyranuronate 1,2-(tert-butyl orthoacetate) (87326-83-8) → (methyl 3-O-benzyl-4-O-levulinoyl-β-L-idopyranuronate) 1,2-(tert-butyl orthoacetate) (126684-03-5)

Guidance literature:

With dmap; In pyridine; at 0 ℃; for 17h; Yield given;

DOI:10.1002/hlca.19890720613

Reference yield: 46.0%

benzyl 6-O-acetyl-3-O-benzyl-2-<(benzyloxycarbonyl)amino>-2-deoxy-α-D-glucopyranoside (87907-06-0) + (methyl 3-O-benzyl-4-O-levulinoyl-β-L-idopyranuronate) 1,2-(tert-butyl orthoacetate) (126684-03-5) → benzyl 6-O-acetyl-3-O-benzyl-2-<(benzyloxycarbonyl)amino>-2-deoxy-4-O-(methyl 2-O-acetyl-3-O-benzyl-4-O-levulinoyl-α-L-idopyranosyluronate)-α-D-glucopyranoside (126684-08-0)

Guidance literature:

With 2,6-lutidinium perchlorate; In 1,2-dichloro-ethane; chlorobenzene; for 1.5h; Heating;

DOI:10.1002/hlca.19890720613

Reference yield:

(methyl 3-O-benzyl-4-O-levulinoyl-β-L-idopyranuronate) 1,2-(tert-butyl orthoacetate) (126684-03-5) → benzyl 6-O-acetyl-3-O-benzyl-2-<(benzyloxycarbonyl)amino>-2-deoxy-4-O-(methyl 2-O-acetyl-3-O-benzyl-α-L-idopyranosyluronate)-α-D-glucopyranoside (87907-11-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 46 percent / 2,6-dimethylpyridinium perchlorate / 1,2-dichloro-ethane; chlorobenzene / 1.5 h / Heating

2: 98 percent / hydrazine hydrate / acetic acid; pyridine / 1.5 h / 0 °C

With 2,6-lutidinium perchlorate; hydrazine hydrate; In pyridine; acetic acid; 1,2-dichloro-ethane; chlorobenzene;

DOI:10.1002/hlca.19890720613

upstream raw materials:

levulinic anhydride

methyl 3-O-benzyl-β-L-idopyranuronate 1,2-(tert-butyl orthoacetate)

Downstream raw materials:

benzyl 6-O-acetyl-3-O-benzyl-2-<(benzyloxycarbonyl)amino>-2-deoxy-4-O-(methyl 2-O-acetyl-3-O-benzyl-4-O-levulinoyl-α-L-idopyranosyluronate)-α-D-glucopyranoside

benzyl 6-O-acetyl-3-O-benzyl-2-<(benzyloxycarbonyl)amino>-2-deoxy-4-O-(methyl 2-O-acetyl-3-O-benzyl-α-L-idopyranosyluronate)-α-D-glucopyranoside