(4aR,6S,8aS)-8-Nitro-6-phenoxy-2-phenyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine

Base Information

• Chemical Name: (4aR,6S,8aS)-8-Nitro-6-phenoxy-2-phenyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine
• CAS No.: 39727-46-3
• Molecular Formula: C₁₉H₁₇NO₆
• Molecular Weight: 355.347
• Mol file: 39727-46-3.mol

Synonyms:(4aR,6S,8aS)-8-Nitro-6-phenoxy-2-phenyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine

Chemical Property of (4aR,6S,8aS)-8-Nitro-6-phenoxy-2-phenyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4aR,6S,8aS)-8-Nitro-6-phenoxy-2-phenyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine

There total 2 articles about (4aR,6S,8aS)-8-Nitro-6-phenoxy-2-phenyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine 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:

(4aR,6S,8R,8aS)-8-Nitro-6-phenoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine → (4aR,6S,8aS)-8-Nitro-6-phenoxy-2-phenyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine (39727-46-3)

Guidance literature:

Multi-step reaction with 2 steps

1: BuLi / tetrahydrofuran / 0 °C

2: 35 percent aq. H₂O₂ / tetrahydrofuran

With n-butyllithium; dihydrogen peroxide; In tetrahydrofuran;

DOI:10.1039/c39810000261

Reference yield:

→ (4aR,6S,8aS)-8-Nitro-6-phenoxy-2-phenyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine (39727-46-3)

Guidance literature:

Verb. 3, NaHCO3 in Bzl.;

DOI:10.1021/jo00952a015

Reference yield: 95.0%

(4aR,6S,8aS)-8-Nitro-6-phenoxy-2-phenyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine (39727-46-3) + sodium methylate (124-41-4) → phenyl 4,6-O-benzylidene-3-deoxy-2-O-methyl-3-C-nitro-β-glucopyranoside (39727-48-5)

Guidance literature:

for 0.25h;

DOI:10.1246/bcsj.65.446

Downstream raw materials:

phenyl 4,6-O-benzylidene-3-deoxy-2-O-methyl-3-C-nitro-β-glucopyranoside

phenyl 4,6-O-benzylidene-2,3-dideoxy-3-C-nitro-2-C-p-tolylsulfonyl-β-D-glucopyranoside

phenyl 2,3-anhydro-4,6-O-benzylidene-3-deoxy-3-nitro-β-D-allopyranoside

phenyl 4,6-O-benzylidene-2,3-dideoxy-2-C-p-tolylsulfonyl-β-D-erythro-hex-2-enopyranoside