benzyl 2,3-O-isopropylidene-α-D-glycero-D-manno-heptofuranoside

Base Information

• Chemical Name: benzyl 2,3-O-isopropylidene-α-D-glycero-D-manno-heptofuranoside
• CAS No.: 105592-33-4
• Molecular Formula: C₁₇H₂₄O₇
• Molecular Weight: 340.373
• Mol file: 105592-33-4.mol

Synonyms:benzyl 2,3-O-isopropylidene-α-D-glycero-D-manno-heptofuranoside

Chemical Property of benzyl 2,3-O-isopropylidene-α-D-glycero-D-manno-heptofuranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 2,3-O-isopropylidene-α-D-glycero-D-manno-heptofuranoside

There total 16 articles about benzyl 2,3-O-isopropylidene-α-D-glycero-D-manno-heptofuranoside 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: 63.0%

5,6-anhydro-1-O-benzyl-2,3-O-isopropylidene-D-glycero-α-D-mannoheptofuranose (105592-37-8) → benzyl 2,3-O-isopropylidene-α-D-glycero-D-manno-heptofuranoside (105592-33-4)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; at 70 ℃; for 40h;

DOI:10.1016/S0008-6215(00)90316-1

Reference yield: 28.0%

(2R,3R)-3-((3aR,4S,6R,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-2,3-dihydroxy-propionic acid methyl ester (108182-78-1,108194-67-8) → benzyl 2,3-O-isopropylidene-α-D-glycero-D-manno-heptofuranoside (105592-33-4) + benzyl 2,3-O-isopropylidene-β-L-glycero-L-gulo-heptofuranoside (105592-34-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 3h; Ambient temperature;

DOI:10.1016/0008-6215(86)80004-0

Reference yield:

benzyl (Z)-5,6-dideoxy-2,3-O-isopropylidene-α-D-lyxo-hept-5-enofuranoside (105592-35-6) → (1S,2S)-1-((3aR,4S,6R,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-propane-1,2,3-triol (105592-29-8,105592-30-1,105592-33-4,105592-34-5)

Guidance literature:

With 4-methylmorpholine N-oxide; osmium(VIII) oxide; In water; acetone; Yield given; Ambient temperature;

DOI:10.1016/0008-6215(86)80004-0

upstream raw materials:

5,6-anhydro-1-O-benzyl-2,3-O-isopropylidene-D-glycero-α-D-mannoheptofuranose

benzyl (Z)-5,6-dideoxy-2,3-O-isopropylidene-α-D-lyxo-hept-5-enofuranoside

(2R,3R)-3-((3aR,4S,6R,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-2,3-dihydroxy-propionic acid methyl ester

1-O-benzyl-2,3-O-isopropylidene-α-D-manno-furanose

Downstream raw materials:

perseitol

volemitol