methyl 5-O-benzyl-2,3-O-isopropylidene-α-D-manno-hexodialdo-1,4-furanoside

Base Information

• Chemical Name: methyl 5-O-benzyl-2,3-O-isopropylidene-α-D-manno-hexodialdo-1,4-furanoside
• CAS No.: 201788-59-2
• Molecular Formula: C₁₇H₂₂O₆
• Molecular Weight: 322.358
• Mol file: 201788-59-2.mol

Synonyms:methyl 5-O-benzyl-2,3-O-isopropylidene-α-D-manno-hexodialdo-1,4-furanoside

Chemical Property of methyl 5-O-benzyl-2,3-O-isopropylidene-α-D-manno-hexodialdo-1,4-furanoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 5-O-benzyl-2,3-O-isopropylidene-α-D-manno-hexodialdo-1,4-furanoside

There total 1 articles about methyl 5-O-benzyl-2,3-O-isopropylidene-α-D-manno-hexodialdo-1,4-furanoside 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 5-O-benzyl-2,3-O-isopropylidene-α-D-mannofuranoside (161365-09-9) → methyl 5-O-benzyl-2,3-O-isopropylidene-α-D-manno-hexodialdo-1,4-furanoside (201788-59-2)

Guidance literature:

DOI:10.1016/S0008-6215(97)00269-3

Reference yield: 66.4%

[(dimethylphenylsilyl)methyl]magnesium chloride (107735-20-6) + methyl 5-O-benzyl-2,3-O-isopropylidene-α-D-manno-hexodialdo-1,4-furanoside (201788-59-2) → methyl 5-O-benzyl-7-deoxy-2,3-O-isopropylidene-7-(phenyldimethyl)silyl-D-glycero-α-D-manno-heptofuranoside + methyl 5-O-benzyl-7-deoxy-2,3-O-isopropylidene-7-(phenyldimethyl)silyl-L-glycero-α-D-manno-heptofuranoside (359765-24-5)

Guidance literature:

In tetrahydrofuran; at -30 - 20 ℃;

DOI:10.1016/S0008-6215(01)00103-3

Reference yield: 59.7%

allyl chloromethyl ether (3970-20-5) + methyl 5-O-benzyl-2,3-O-isopropylidene-α-D-manno-hexodialdo-1,4-furanoside (201788-59-2) → methyl 7-O-allyl-5-O-benzyl-2,3-O-isopropylidene-D-glycero-α-D-manno-heptofuranoside (359765-18-7) + methyl 7-O-allyl-5-O-benzyl-2,3-O-isopropylidene-L-glycero-α-D-manno-heptofuranoside

Guidance literature:

With magnesium; In tetrahydrofuran; at -30 - 20 ℃; for 14h;

DOI:10.1016/S0008-6215(01)00103-3

upstream raw materials:

methyl 5-O-benzyl-2,3-O-isopropylidene-α-D-mannofuranoside

Downstream raw materials:

methyl 5-O-benzyl-7-deoxy-2,3-O-isopropylidene-7-(phenyldimethyl)silyl-L-glycero-α-D-manno-heptofuranoside

methyl 7-O-allyl-5-O-benzyl-2,3-O-isopropylidene-D-glycero-α-D-manno-heptofuranoside

(2S,3S)-2,3-Bis-benzyloxy-3-((3aS,4R,6S,6aS)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-propionaldehyde

methyl 5,6-di-O-benzyl-2,3-O-isopropylidene-D-glycero-α-D-manno-heptofuranoside