(1S,3R,5S,6S,7S,8S)-1'-{2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl}-(1''→1')-{1-O-((1'S,3'R,5'S,6'S,7'S,8'S)-6',7',8'-tri-O-benzyl-4'-oxaspiro[2.5]octan-5'-yl)}-(5'→1)-6,7,8-tri-O-benzyl-5-O-methyl-4-oxaspiro[2.5]octane

Base Information

Chemical Name:(1S,3R,5S,6S,7S,8S)-1'-{2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl}-(1''→1')-{1-O-((1'S,3'R,5'S,6'S,7'S,8'S)-6',7',8'-tri-O-benzyl-4'-oxaspiro[2.5]octan-5'-yl)}-(5'→1)-6,7,8-tri-O-benzyl-5-O-methyl-4-oxaspiro[2.5]octane
CAS No.:1397285-61-8
Molecular Formula:C₉₁H₈₆O₂₀
Molecular Weight:1499.67
Hs Code.:

(1S,3R,5S,6S,7S,8S)-1'-{2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl}-(1''→1')-{1-O-((1'S,3'R,5'S,6'S,7'S,8'S)-6',7',8'-tri-O-benzyl-4'-oxaspiro[2.5]octan-5'-yl)}-(5'→1)-6,7,8-tri-O-benzyl-5-O-methyl-4-oxaspiro[2.5]octane

Synonyms:(1S,3R,5S,6S,7S,8S)-1'-{2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl}-(1''→1')-{1-O-((1'S,3'R,5'S,6'S,7'S,8'S)-6',7',8'-tri-O-benzyl-4'-oxaspiro[2.5]octan-5'-yl)}-(5'→1)-6,7,8-tri-O-benzyl-5-O-methyl-4-oxaspiro[2.5]octane

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Chemical Property of (1S,3R,5S,6S,7S,8S)-1'-{2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl}-(1''→1')-{1-O-((1'S,3'R,5'S,6'S,7'S,8'S)-6',7',8'-tri-O-benzyl-4'-oxaspiro[2.5]octan-5'-yl)}-(5'→1)-6,7,8-tri-O-benzyl-5-O-methyl-4-oxaspiro[2.5]octane

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Technology Process of (1S,3R,5S,6S,7S,8S)-1'-{2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl}-(1''→1')-{1-O-((1'S,3'R,5'S,6'S,7'S,8'S)-6',7',8'-tri-O-benzyl-4'-oxaspiro[2.5]octan-5'-yl)}-(5'→1)-6,7,8-tri-O-benzyl-5-O-methyl-4-oxaspiro[2.5]octane

There total 1 articles about (1S,3R,5S,6S,7S,8S)-1'-{2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl}-(1''→1')-{1-O-((1'S,3'R,5'S,6'S,7'S,8'S)-6',7',8'-tri-O-benzyl-4'-oxaspiro[2.5]octan-5'-yl)}-(5'→1)-6,7,8-tri-O-benzyl-5-O-methyl-4-oxaspiro[2.5]octane 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: 56.0%

: 1397285-59-4
(1S,3R,5S,6S,7S,8S)-1-O-{(1'S,3'R,5'S,6'S,7'S,8'S)-6',7',8'-tri-O-benzyl-4'-oxaspiro[2.5]octan-1'-ol-5'-yl}-(5'→1)-6,7,8-tri-O-benzyl-5-O-methyl-4-oxaspiro[2.5]octane

: 149707-75-5
2,3,4,6-tetra-O-benzoyl-D-glucopyranosyl trichloroacetimidate

: 1397285-61-8
(1S,3R,5S,6S,7S,8S)-1'-{2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl}-(1''→1')-{1-O-((1'S,3'R,5'S,6'S,7'S,8'S)-6',7',8'-tri-O-benzyl-4'-oxaspiro[2.5]octan-5'-yl)}-(5'→1)-6,7,8-tri-O-benzyl-5-O-methyl-4-oxaspiro[2.5]octane

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; toluene; at 0 ℃; for 3h; Inert atmosphere;
DOI:10.1021/ol3024133 DOI:10.1021/ol3024133

Reference yield: 67.0%

: 1397285-61-8
(1S,3R,5S,6S,7S,8S)-1'-{2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl}-(1''→1')-{1-O-((1'S,3'R,5'S,6'S,7'S,8'S)-6',7',8'-tri-O-benzyl-4'-oxaspiro[2.5]octan-5'-yl)}-(5'→1)-6,7,8-tri-O-benzyl-5-O-methyl-4-oxaspiro[2.5]octane

: 1397285-63-0
(1S,3R,5S,6S,7S,8S)-1'-{β-D-glucopyranosyl}-(1''→1')-{1-O-((1'S,3'R,5'R,6'S,7'S,8'S)-6',7',8'-tri-O-benzyl-4'-oxaspiro[2.5]octan-5'-yl)}-(5'→1)-6,7,8-tri-O-benzyl-5-O-methyl-4-oxaspiro[2.5]octane

Guidance literature:: With sodium methylate; In methanol; dichloromethane; at 20 ℃; for 5h; Inert atmosphere;
DOI:10.1021/ol3024133 DOI:10.1021/ol3024133