Methyl 4,6-O-benzylidene-3-deoxy-3-phenylselenyl-β-D-altropyranoside

Base Information

• Chemical Name: Methyl 4,6-O-benzylidene-3-deoxy-3-phenylselenyl-β-D-altropyranoside
• CAS No.: 138638-65-0
• Molecular Formula: C₂₀H₂₂O₅Se
• Molecular Weight: 421.352
• Mol file: 138638-65-0.mol

Synonyms:Methyl 4,6-O-benzylidene-3-deoxy-3-phenylselenyl-β-D-altropyranoside

Chemical Property of Methyl 4,6-O-benzylidene-3-deoxy-3-phenylselenyl-β-D-altropyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl 4,6-O-benzylidene-3-deoxy-3-phenylselenyl-β-D-altropyranoside

There total 2 articles about Methyl 4,6-O-benzylidene-3-deoxy-3-phenylselenyl-β-D-altropyranoside 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: 90.0%

sodium phenylselenide (23974-72-3) + Methyl 2,3-anhydro-4,6-O-(phenylmethylene)-β-D-mannopyranoside (117708-93-7) → Methyl 4,6-O-benzylidene-2-deoxy-2-phenylselenyl-β-D-glucopyranoside (138638-69-4) + Methyl 4,6-O-benzylidene-3-deoxy-3-phenylselenyl-β-D-altropyranoside (138638-65-0)

Guidance literature:

In dimethyl sulfoxide; at 70 ℃; for 0.0833333h;

DOI:10.1016/0008-6215(91)80006-9

Reference yield:

sodium phenylselenide (23974-72-3) → Methyl 4,6-O-benzylidene-3-deoxy-3-phenylselenyl-β-D-altropyranoside (138638-65-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 20 percent / dimethylsulfoxide / 0.17 h / 90 °C

2: 90 percent / dimethylsulfoxide / 0.08 h / 70 °C

In dimethyl sulfoxide;

DOI:10.1016/0008-6215(91)80006-9

Reference yield:

Methyl 4,6-O-benzylidene-3-deoxy-3-phenylselenyl-β-D-altropyranoside (138638-65-0) → Methyl 3-C-ally-4,6-O-benzylidene-β-D-arabino-hexopyranosid-3-ulose (138638-87-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 1. NaH / 1. DMF, 30 min; 2. 20 min

2: m-chloroperoxybenzoic acid (MCPBA) / CH₂Cl₂ / 0.17 h

3: Et₃N / CH₂Cl₂ / 4 h / Heating

4: 72 percent / xylene / 0.5 h / Heating

With sodium hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; xylene;

DOI:10.1016/0008-6215(91)80006-9

upstream raw materials:

sodium phenylselenide

Methyl 2,3-anhydro-4,6-O-(phenylmethylene)-β-D-mannopyranoside

Downstream raw materials:

Methyl 2-O-allyl-4,6-O-benzylidene-3-deoxy-3-phenylselenyl-β-D-altropyranoside

Methyl 2-O-allyl-4,6-O-benzylidene-3-deoxy-β-D-erythro-hex-2-enopyranoside

Methyl 3-C-ally-4,6-O-benzylidene-β-D-arabino-hexopyranosid-3-ulose

Methyl 3-C-ally-4,6-O-benzylidene-β-D-ribo-hexopyranosid-3-ulose