ethyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-β-D-allopyranoside

Base Information

• Chemical Name: ethyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-β-D-allopyranoside
• CAS No.: 210472-33-6
• Molecular Formula: C₂₃H₂₃NO₆S
• Molecular Weight: 441.505
• Mol file: 210472-33-6.mol

Synonyms:ethyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-β-D-allopyranoside

Chemical Property of ethyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-β-D-allopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-β-D-allopyranoside

There total 3 articles about ethyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-β-D-allopyranoside 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: 70.0%

ethyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-β-D-glucopyran-3-ulose (1221147-78-9) → ethyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-β-D-allopyranoside (210472-33-6)

Guidance literature:

With L-selectride; In tetrahydrofuran; at -78 ℃; for 2h;

DOI:10.3762/bjoc.6.23

Reference yield: 63.0%

ethyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-3-trifluoromethanesulfonyl-β-D-glucopyranoside (1221147-80-3) → ethyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-β-D-allopyranoside (210472-33-6)

Guidance literature:

With 15-crown-5; sodium nitrite; In N,N-dimethyl-formamide; at 50 ℃; for 24h;

DOI:10.3762/bjoc.6.23

Reference yield:

ethyl 4,6-O-benzylidene-2-deoxy-2-N-phthalamido-1-thio-β-Dglucopyranoside (99409-33-3) → ethyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-β-D-allopyranoside (210472-33-6)

Guidance literature:

With sodium tetrahydroborate; oxalyl dichloride; dimethyl sulfoxide; Yield given. Multistep reaction; 1.) CH₂Cl₂, -78 deg C, 20 min; 2.) EtOAc, H₂O, 0 deg C, 30 min;

DOI:10.1016/S0008-6215(97)10093-3

upstream raw materials:

ethyl 4,6-O-benzylidene-2-deoxy-2-N-phthalamido-1-thio-β-Dglucopyranoside

ethyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-β-D-glucopyran-3-ulose

ethyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-3-trifluoromethanesulfonyl-β-D-glucopyranoside

Downstream raw materials:

ethyl 2-amino-4,6-O-benzylidene-2-deoxy-1-thio-β-D-allopyranoside

ethyl 4,6-O-benzylidene-2,3-dideoxy-3-fluoro-2-phthalimido-1-thio-β-D-glucopyranoside