methyl-2,3,4-tri-O-benzyl-7,7,8,8-tetradehydro-7,8-dideoxy-α-D-glycero-D-gluco-octopyranoside

Base Information

• Chemical Name: methyl-2,3,4-tri-O-benzyl-7,7,8,8-tetradehydro-7,8-dideoxy-α-D-glycero-D-gluco-octopyranoside
• CAS No.: 103597-18-8
• Molecular Formula: C₃₀H₃₂O₆
• Molecular Weight: 488.58
• Mol file: 103597-18-8.mol

Synonyms:methyl-2,3,4-tri-O-benzyl-7,7,8,8-tetradehydro-7,8-dideoxy-α-D-glycero-D-gluco-octopyranoside

Chemical Property of methyl-2,3,4-tri-O-benzyl-7,7,8,8-tetradehydro-7,8-dideoxy-α-D-glycero-D-gluco-octopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl-2,3,4-tri-O-benzyl-7,7,8,8-tetradehydro-7,8-dideoxy-α-D-glycero-D-gluco-octopyranoside

There total 6 articles about methyl-2,3,4-tri-O-benzyl-7,7,8,8-tetradehydro-7,8-dideoxy-α-D-glycero-D-gluco-octopyranoside 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: 93.0%

Methyl 2,3,4-tri-O-benzyl-7,8-dideoxy-6-O-(p-nitrobenzoyl)-D-glycero-α-D-gluco-hept-7-ynopyranoside (161147-46-2) → methyl-2,3,4-tri-O-benzyl-7,7,8,8-tetradehydro-7,8-dideoxy-α-D-glycero-D-gluco-octopyranoside (103597-18-8)

Guidance literature:

With potassium carbonate; In methanol; for 0.333333h; Ambient temperature;

DOI:10.1021/jo00108a030

Reference yield: 74.0%

(R)-3-Trimethylsilanyl-1-((2R,3S,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-prop-2-yn-1-ol (161147-33-7) → methyl-2,3,4-tri-O-benzyl-7,7,8,8-tetradehydro-7,8-dideoxy-α-D-glycero-D-gluco-octopyranoside (103597-18-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.25h; Ambient temperature;

DOI:10.1021/jo00108a030

Reference yield: 66.7%

ethylmagnesium bromide (925-90-6) + methyl 2,3,4-tri-O-benzyl-α-D-gluco-hexodialdo-1,5-pyranoside (40653-15-4,83051-88-1,117305-40-5,120056-24-8,134680-55-0,138875-24-8) + acetylene (74-86-2,25067-58-7) → methyl-2,3,4-tri-O-benzyl-7,7,8,8-tetradehydro-7,8-dideoxy-α-D-glycero-D-gluco-octopyranoside (103597-18-8) + methyl-2,3,4-tri-O-benzyl-7,7,8,8-tetradehydro-7,8-dideoxy-β-L-glycero-D-gluco-octopyranoside (103597-22-4)

Guidance literature:

In tetrahydrofuran; for 0.5h; Ambient temperature; chromatographed: light petroleum + ethyl acetate;

DOI:10.1016/0008-6215(87)80192-1

upstream raw materials:

ethylmagnesium bromide

methyl 2,3,4-tri-O-benzyl-α-D-gluco-hexodialdo-1,5-pyranoside

acetylene

Methyl 2,3,4-tri-O-benzyl-7,8-dideoxy-6-O-(p-nitrobenzoyl)-D-glycero-α-D-gluco-hept-7-ynopyranoside

Downstream raw materials:

methyl 2,3,4-tri-O-benzyl-7,7,8,8-tetradehydro-7,8-dideoxy-6-O-(p-nitrobenzoyl)-β-L-glycero-D-gluco-octopyranoside

methyl 2,3,4-tri-O-benzyl-6,7-dideoxy-D-glycero-α-D-glucooct-7-eno-1,5-pyranoside

Methyl 6-azido-2,3,4-tri-O-benzyl-6,7,8-trideoxy-L-glycero-α-D-gluco-oct-7-ynopyranoside

(S)-1-((2R,3R,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-prop-2-ynylamine