benzyl 3,4-O-isopropylidene-β-D-lyxo-hexopyranosid-2-ulo-2,6-pyranose

Base Information

• Chemical Name: benzyl 3,4-O-isopropylidene-β-D-lyxo-hexopyranosid-2-ulo-2,6-pyranose
• CAS No.: 172291-54-2
• Molecular Formula: C₁₆H₂₀O₆
• Molecular Weight: 308.331
• Mol file: 172291-54-2.mol

Synonyms:benzyl 3,4-O-isopropylidene-β-D-lyxo-hexopyranosid-2-ulo-2,6-pyranose

Chemical Property of benzyl 3,4-O-isopropylidene-β-D-lyxo-hexopyranosid-2-ulo-2,6-pyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of benzyl 3,4-O-isopropylidene-β-D-lyxo-hexopyranosid-2-ulo-2,6-pyranose

There total 2 articles about benzyl 3,4-O-isopropylidene-β-D-lyxo-hexopyranosid-2-ulo-2,6-pyranose 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:

benzyl 3,4-O-isopropylidene-6-O-(1-methoxy-1-methylethyl)-β-D-galactopyranoside (85194-35-0) → benzyl 3,4-O-isopropylidene-β-D-lyxo-hexopyranosid-2-ulo-2,6-pyranose (172291-54-2)

Guidance literature:

Multi-step reaction with 2 steps

1: dicyclohexylcarbodiimide, pyridine, H₃PO₄, Me₂SO / benzene / 48 h / Ambient temperature

2: oxalic acid / methanol; benzene / 1 h

With pyridine; phosphoric acid; oxalic acid; dimethyl sulfoxide; dicyclohexyl-carbodiimide; In methanol; benzene;

DOI:10.1016/0008-6215(95)00125-D

Reference yield:

(3aS,4R,6R,7aS)-6-Benzyloxy-4-hydroxymethyl-2,2-dimethyl-dihydro-[1,3]dioxolo[4,5-c]pyran-7-one → benzyl 3,4-O-isopropylidene-β-D-lyxo-hexopyranosid-2-ulo-2,6-pyranose (172291-54-2) + methylthiomethyl (benzyl 3,4-O-isopropylidene-β-D-lyxo-hexopyranosid)-2-ulo-2,6-pyranoside

Guidance literature:

With oxalic acid; In methanol; dimethyl sulfoxide; benzene; for 1h; Yield given. Yields of byproduct given;

DOI:10.1016/0008-6215(95)00125-D

Reference yield: 93.0%

benzyl 3,4-O-isopropylidene-β-D-lyxo-hexopyranosid-2-ulo-2,6-pyranose (172291-54-2) + methyl iodide (74-88-4) → methyl (benzyl 3,4-O-isopropylidene-β-D-lyxo-hexopyranosid)-2-ulo-2,6-pyranoside (172291-57-5)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; for 1h;

DOI:10.1016/0008-6215(95)00125-D

upstream raw materials:

benzyl 3,4-O-isopropylidene-6-O-(1-methoxy-1-methylethyl)-β-D-galactopyranoside

Downstream raw materials:

methyl (benzyl 3,4-O-isopropylidene-β-D-lyxo-hexopyranosid)-2-ulo-2,6-pyranoside