methyl uronate

Base Information

• Chemical Name: methyl uronate
• CAS No.: 108182-77-0
• Molecular Formula: C₁₈H₂₂O₆
• Molecular Weight: 334.369
• Mol file: 108182-77-0.mol

Synonyms:methyl uronate

Chemical Property of methyl uronate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl uronate

There total 2 articles about methyl uronate 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: 98.0%

benzyl 2,3-O-isopropylidene-α-D-lyxo-pentodialdo-1,4-furanoside (102919-04-0,102854-75-1) + methyl (triphenylphosphoranylidene)acetate (21204-67-1,2605-67-6) → methyl uronate (108182-77-0)

Guidance literature:

In methanol; at 0 ℃; for 2h;

DOI:10.1016/0008-6215(86)80004-0

Reference yield:

1-O-benzyl-2,3-O-isopropylidene-α-D-manno-furanose (74912-02-0,79940-48-0,94118-99-7,20689-03-6) → methyl uronate (108182-77-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 96.5 percent / sodium periodate / dioxane; H₂O / 1 h / Ambient temperature

2: 98 percent / methanol / 2 h / 0 °C

With sodium periodate; In 1,4-dioxane; methanol; water;

DOI:10.1016/0008-6215(86)80004-0

Reference yield: 77.0%

methyl uronate (108182-77-0) → benzyl (Z)-5,6-dideoxy-2,3-O-isopropylidene-α-D-lyxo-hept-5-enofuranoside (105592-35-6)

Guidance literature:

With diisobutylaluminum hydride; In dichloromethane; at 0 ℃; for 3h;

DOI:10.1016/0008-6215(86)80004-0

upstream raw materials:

benzyl 2,3-O-isopropylidene-α-D-lyxo-pentodialdo-1,4-furanoside

methyl (triphenylphosphoranylidene)acetate

1-O-benzyl-2,3-O-isopropylidene-α-D-manno-furanose

Downstream raw materials:

benzyl (Z)-5,6-dideoxy-2,3-O-isopropylidene-α-D-lyxo-hept-5-enofuranoside

methyl (benzyl 2,3-O-isopropylidene-α-D-glycero-D-manno-heptofuranosid)uronate

methyl (benzyl 2,3-O-isopropylidene-β-L-glycero-L-gulo-heptofuranosid)uronate

(2R,3R)-3-((3aR,4S,6R,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-2,3-dihydroxy-propionic acid methyl ester