methyl 2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-galactopyranosyl-β-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

Base Information

Chemical Name:methyl 2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-galactopyranosyl-β-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside
CAS No.:139608-16-5
Molecular Formula:C₅₅H₅₉N₃O₁₀
Molecular Weight:922.088
Hs Code.:

Synonyms:methyl 2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-galactopyranosyl-β-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl 2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-galactopyranosyl-β-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

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Technology Process of methyl 2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-galactopyranosyl-β-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

There total 9 articles about methyl 2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-galactopyranosyl-β-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside 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: 65.0%

: 19488-48-3
methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside

: p-methylphenyl 3,4,6-tri-O-benzyl-2-deoxy-2-azido-1-thio-α-D-galactopyranoside

: 139608-16-5
methyl 2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-galactopyranosyl-β-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

Guidance literature:: methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside; p-methylphenyl 3,4,6-tri-O-benzyl-2-deoxy-2-azido-1-thio-α-D-galactopyranoside; In dichloromethane; acetonitrile; propiononitrile; at -60 ℃; for 0.5h; Molecular sieve; Inert atmosphere;

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; acetonitrile; propiononitrile; at -60 ℃; for 4h; optical yield given as %de; diastereoselective reaction; Molecular sieve; Inert atmosphere;
DOI:10.1002/ejoc.201200173

Reference yield:

: 19488-48-3
methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside

: isopropenyl 2-azido-3,4,6-tri-O-benzyl-2-deoxy-α,β-D-galactopyranosyl carbonate

: 139608-16-5
methyl 2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-galactopyranosyl-β-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

: 139608-15-4
methyl 4-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In acetonitrile; at -25 ℃; for 2h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
DOI:10.1021/ja00042a010

Reference yield:

: 79781-69-4
2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-galactopyranose

: 139608-10-9
methyl 2,3,6-tri-O-benzyl-4-O-isopropenyl-α-D-glucopyranoside

: 139608-16-5
methyl 2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-galactopyranosyl-β-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

: 139608-15-4
methyl 4-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In acetonitrile; at -25 ℃; for 0.833333h; Yield given. Yields of byproduct given;
DOI:10.1021/ja00042a010