2'-phenyl-(methyl 3,4-dideoxy-2-O-α-ethoxyethyl-4-C-iodomethyl-α-L-arabinopyranosido)-<3,4:4',5'>-Δ^2'-oxazoline

Base Information

• Chemical Name: 2'-phenyl-(methyl 3,4-dideoxy-2-O-α-ethoxyethyl-4-C-iodomethyl-α-L-arabinopyranosido)-<3,4:4',5'>-Δ^2'-oxazoline
• CAS No.: 92562-72-6
• Molecular Formula: C₁₈H₂₄INO₅
• Molecular Weight: 461.297
• Mol file: 92562-72-6.mol

Synonyms:2'-phenyl-(methyl 3,4-dideoxy-2-O-α-ethoxyethyl-4-C-iodomethyl-α-L-arabinopyranosido)-<3,4:4',5'>-Δ^2'-oxazoline

Chemical Property of 2'-phenyl-(methyl 3,4-dideoxy-2-O-α-ethoxyethyl-4-C-iodomethyl-α-L-arabinopyranosido)-<3,4:4',5'>-Δ^2'-oxazoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2'-phenyl-(methyl 3,4-dideoxy-2-O-α-ethoxyethyl-4-C-iodomethyl-α-L-arabinopyranosido)-<3,4:4',5'>-Δ^2'-oxazoline

There total 4 articles about 2'-phenyl-(methyl 3,4-dideoxy-2-O-α-ethoxyethyl-4-C-iodomethyl-α-L-arabinopyranosido)-<3,4:4',5'>-Δ^2'-oxazoline 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:

methyl 3-benzamido-3,4-dideoxy-4-C-methylene-α-L-threo-pentopyranoside (74857-70-8) → 2'-phenyl-(methyl 3,4-dideoxy-2-O-α-ethoxyethyl-4-C-iodomethyl-α-L-arabinopyranosido)-<3,4:4',5'>-Δ2'-oxazoline (92562-72-6)

Guidance literature:

With iodonium di(2,4,6-trimethylpyridine) perchlorate; In chloroform; for 4h; Ambient temperature;

DOI:10.1139/v84-261

Reference yield:

Methyl-2,3-anhydro-β-D-erythro-pentopyranosid-4-ulose (55533-72-7) → 2'-phenyl-(methyl 3,4-dideoxy-2-O-α-ethoxyethyl-4-C-iodomethyl-α-L-arabinopyranosido)-<3,4:4',5'>-Δ2'-oxazoline (92562-72-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) n-butyllithium / 1.) DME, hexane, 30 min; 2.) DME, 5 min

2: 1.) ammonia / 1.) ethanol, ice bath; 2.) 80 deg C, 30 min

3: 83 percent / sodium bicarbonate / CHCl₃ / 1 h / Ambient temperature

4: 0.077 g / iodonium dicollidine perchlorate / CHCl₃ / 4 h / Ambient temperature

With n-butyllithium; iodonium di(2,4,6-trimethylpyridine) perchlorate; ammonia; sodium hydrogencarbonate; In chloroform;

DOI:10.1139/v84-261

Reference yield:

methyl 2,3-anhydro-4-C-methylene-β-D-erythro-pentopyranoside (74872-27-8) → 2'-phenyl-(methyl 3,4-dideoxy-2-O-α-ethoxyethyl-4-C-iodomethyl-α-L-arabinopyranosido)-<3,4:4',5'>-Δ2'-oxazoline (92562-72-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) ammonia / 1.) ethanol, ice bath; 2.) 80 deg C, 30 min

2: 83 percent / sodium bicarbonate / CHCl₃ / 1 h / Ambient temperature

3: 0.077 g / iodonium dicollidine perchlorate / CHCl₃ / 4 h / Ambient temperature

With iodonium di(2,4,6-trimethylpyridine) perchlorate; ammonia; sodium hydrogencarbonate; In chloroform;

DOI:10.1139/v84-261

upstream raw materials:

methyl 3-benzamido-3,4-dideoxy-4-C-methylene-α-L-threo-pentopyranoside

Methyl-2,3-anhydro-β-D-erythro-pentopyranosid-4-ulose

methyl 2,3-anhydro-4-C-methylene-β-D-erythro-pentopyranoside

methyl 3-amino-3,4-dideoxy-4-C-methylene-α-L-threo-pentapyranoside

Downstream raw materials:

2'-phenyl-(methyl 3,4-dideoxy-2-O-α-ethoxyethyl-4-C-methyl-α-L-arabinopyranosido)-<3,4:4,4',5'>-Δ^2'-oxazoline

3'-N-methyl-2'-phenyl-(methyl 3,4-dideoxy-4-C-methyl-α-L-arabinopyranosido)-<3,4:4',5'>-oxazolidine