methyl (2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-(1->2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Base Information

Chemical Name:methyl (2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-(1->2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside
CAS No.:1037510-19-2
Molecular Formula:C₅₅H₅₈O₁₁
Molecular Weight:895.059
Hs Code.:

Synonyms:methyl (2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-(1->2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

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Chemical Property of methyl (2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-(1->2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

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Technology Process of methyl (2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-(1->2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

There total 7 articles about methyl (2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-(1->2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside 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: 8.0%

: 4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9
2,3,4,6-Tetra-O-benzyl-D-glucopyranose

: 2774-19-8,14419-69-3,15887-67-9,23392-28-1,57539-08-9,61277-63-2,74410-51-8,76419-48-2,80734-73-2,86363-44-2,89301-79-1,94061-92-4,94062-87-0,108739-92-0,129706-93-0,143005-12-3,65877-21-6
(2R,4aR,6S,7S,8R,8aR)-8-Benzyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

: 1037510-19-2
methyl (2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-(1->2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

: 1169827-87-5
methyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

: C₇₆H₇₄O₁₄

Guidance literature:: 2,3,4,6-Tetra-O-benzyl-D-glucopyranose; With 3-fluorophthalic anhydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 0.25h; Molecular sieve;

(2R,4aR,6S,7S,8R,8aR)-8-Benzyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol; In dichloromethane; acetonitrile; at 0 ℃; for 0.25h;

With trifluoromethylsulfonic anhydride; In dichloromethane; acetonitrile; at 0 - 20 ℃; for 0.75h; optical yield given as %de; stereoselective reaction;
DOI:10.1016/j.tetlet.2010.09.064

Reference yield:

: 4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9
2,3,4,6-Tetra-O-benzyl-D-glucopyranose

: 2774-19-8,14419-69-3,15887-67-9,23392-28-1,57539-08-9,61277-63-2,74410-51-8,76419-48-2,80734-73-2,86363-44-2,89301-79-1,94061-92-4,94062-87-0,108739-92-0,129706-93-0,143005-12-3,65877-21-6
(2R,4aR,6S,7S,8R,8aR)-8-Benzyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

: 1037510-19-2
methyl (2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-(1->2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

: 1169827-87-5
methyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

: C₇₆H₇₄O₁₄

Guidance literature:: 2,3,4,6-Tetra-O-benzyl-D-glucopyranose; With phthalic anhydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; acetonitrile; at 20 ℃; for 0.25h; Molecular sieve; Inert atmosphere;

(2R,4aR,6S,7S,8R,8aR)-8-Benzyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol; With di-tert-butylmethylpyridine; In dichloromethane; acetonitrile; at 0 ℃; for 0.25h; Inert atmosphere;

With trifluoromethylsulfonic anhydride; In dichloromethane; acetonitrile; at 0 - 20 ℃; optical yield given as %de; Inert atmosphere;
DOI:10.1021/ja710935z

Reference yield:

: 2774-19-8,14419-69-3,15887-67-9,23392-28-1,57539-08-9,61277-63-2,74410-51-8,76419-48-2,80734-73-2,86363-44-2,89301-79-1,94061-92-4,94062-87-0,108739-92-0,129706-93-0,143005-12-3,65877-21-6
(2R,4aR,6S,7S,8R,8aR)-8-Benzyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

: 132201-75-3
2,3,4,6-tetra-O-benzyl-D-glucopyranose trichloroacetimidate

: 1037510-19-2
methyl (2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-(1->2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

: 1169827-87-5
methyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -40 ℃; optical yield given as %de; stereoselective reaction; Inert atmosphere; Molecular sieve;
DOI:10.1016/j.tetasy.2009.02.018