2,6-anhydro-4,5,7-tri-O-benzyl-1-(propane-1,3-diyl-dithioacetal)-1,3-dideoxy-D-lyxo-hept-1-enitol

Base Information

• Chemical Name: 2,6-anhydro-4,5,7-tri-O-benzyl-1-(propane-1,3-diyl-dithioacetal)-1,3-dideoxy-D-lyxo-hept-1-enitol
• CAS No.: 211934-98-4
• Molecular Formula: C₃₁H₃₄O₄S₂
• Molecular Weight: 534.741
• Mol file: 211934-98-4.mol

Synonyms:2,6-anhydro-4,5,7-tri-O-benzyl-1-(propane-1,3-diyl-dithioacetal)-1,3-dideoxy-D-lyxo-hept-1-enitol

Chemical Property of 2,6-anhydro-4,5,7-tri-O-benzyl-1-(propane-1,3-diyl-dithioacetal)-1,3-dideoxy-D-lyxo-hept-1-enitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,6-anhydro-4,5,7-tri-O-benzyl-1-(propane-1,3-diyl-dithioacetal)-1,3-dideoxy-D-lyxo-hept-1-enitol

There total 1 articles about 2,6-anhydro-4,5,7-tri-O-benzyl-1-(propane-1,3-diyl-dithioacetal)-1,3-dideoxy-D-lyxo-hept-1-enitol 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:

(2R,3R,4R)-3,4-bis-benzyloxy-2-benzyloxymethyltetrahydropyran-5-one (72605-77-7,79999-46-5) + 2--1,3-dithiane → 2,6-anhydro-4,5,7-tri-O-benzyl-1-(propane-1,3-diyl-dithioacetal)-1,3-dideoxy-D-lyxo-hept-1-enitol (211934-98-4)

Guidance literature:

With potassium hexamethylsilazane; Yield given. Multistep reaction; 1.) toluene, THF, - 78 deg C, 1 h, 2.) toluene, THF, - 78 deg C to 0 deg C, 3 h;

DOI:10.1016/S0040-4039(98)01045-4

Reference yield: 93.0%

2,6-anhydro-4,5,7-tri-O-benzyl-1-(propane-1,3-diyl-dithioacetal)-1,3-dideoxy-D-lyxo-hept-1-enitol (211934-98-4) + benzyl alcohol (100-51-6,185532-71-2) → benzyl 4,5,7-tri-O-benzyl-3-deoxy-1-(propane-1,3-diyl dithioacetal)-α-D-lyxo-heptopyranoside (228550-66-1)

Guidance literature:

With triphenylphosphine hydrobromide; In dichloromethane; at -20 - 20 ℃; for 2h;

Reference yield: 90.0%

methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside (34212-64-1,641635-63-4) + 2,6-anhydro-4,5,7-tri-O-benzyl-1-(propane-1,3-diyl-dithioacetal)-1,3-dideoxy-D-lyxo-hept-1-enitol (211934-98-4) → 4,5,7-tri-O-benzyl-3-deoxy-1-(propane-1,3-diyl dithioacetal)-α-D-lyxo-heptopyranosyl-(2->6)-(methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside) (228550-70-7)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -20 - -5 ℃; for 2h;

upstream raw materials:

(2R,3R,4R)-3,4-bis-benzyloxy-2-benzyloxymethyltetrahydropyran-5-one

Downstream raw materials:

methyl (methyl 4,5,7-tri-O-benzyl-3-deoxy-α-D-lyxo-hept-2-ulopyranosid)onate

4,5,7-tri-O-benzyl-3-deoxy-1-(propane-1,3-diyl dithioacetal)-α-D-lyxo-heptopyranosyl-(2->6)-(methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside)

4,5,7-tri-O-benzyl-3-deoxy-1-(propane-1,3-diyl dithioacetal)-α-D-lyxo-heptopyranosyl-(2->6)-(methyl 2,3,4-tri-O-benzyl-α-D-glucopyranoside)

benzyl 4,5,7-tri-O-benzyl-3-deoxy-1-(propane-1,3-diyl dithioacetal)-α-D-lyxo-heptopyranoside