methyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-trichloroacetyl-α-D-glucopyranosyl-(1→4)-(phenyl-2-O-benzoyl-3-O-benzyl-1-thio-β-L-idopyranoside)uronate

Base Information

Chemical Name:methyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-trichloroacetyl-α-D-glucopyranosyl-(1→4)-(phenyl-2-O-benzoyl-3-O-benzyl-1-thio-β-L-idopyranoside)uronate
CAS No.:1394857-53-4
Molecular Formula:C₄₉H₄₆Cl₃N₃O₁₂S
Molecular Weight:1007.34
Hs Code.:

methyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-trichloroacetyl-α-D-glucopyranosyl-(1→4)-(phenyl-2-O-benzoyl-3-O-benzyl-1-thio-β-L-idopyranoside)uronate

Synonyms:methyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-trichloroacetyl-α-D-glucopyranosyl-(1→4)-(phenyl-2-O-benzoyl-3-O-benzyl-1-thio-β-L-idopyranoside)uronate

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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-3,6-di-O-benzyl-2-deoxy-4-O-trichloroacetyl-α-D-glucopyranosyl-(1→4)-(phenyl-2-O-benzoyl-3-O-benzyl-1-thio-β-L-idopyranoside)uronate

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Technology Process of methyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-trichloroacetyl-α-D-glucopyranosyl-(1→4)-(phenyl-2-O-benzoyl-3-O-benzyl-1-thio-β-L-idopyranoside)uronate

There total 37 articles about methyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-trichloroacetyl-α-D-glucopyranosyl-(1→4)-(phenyl-2-O-benzoyl-3-O-benzyl-1-thio-β-L-idopyranoside)uronate 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: 96.0%

: 1394857-57-8
methyl [phenyl 4-O-(2-azido-3,6-O-dibenzyl-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-1-thio-β-L-ido-pyranoside]uronate

: 76-02-8
trifluoroacetyl chloride

: 1394857-53-4
methyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-trichloroacetyl-α-D-glucopyranosyl-(1→4)-(phenyl-2-O-benzoyl-3-O-benzyl-1-thio-β-L-idopyranoside)uronate

Guidance literature:: With pyridine; In dichloromethane; at 0 ℃; for 1.5h;
DOI:10.1021/jo300722y

Reference yield: 75.0%

: methyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-Dglucopyranosyl-(1→4)-(phenyl-2-O-benzoyl-3-O-benzyl-1-thio-β-L-idopyranoside)uronate

: 76-02-8
trifluoroacetyl chloride

: 1394857-53-4
methyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-trichloroacetyl-α-D-glucopyranosyl-(1→4)-(phenyl-2-O-benzoyl-3-O-benzyl-1-thio-β-L-idopyranoside)uronate

: methyl 2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl-(1→4)-(phenyl-2-O-benzoyl-3-O-benzyl-1-thio-β-L-idopyranoside)uronate

Guidance literature:: methyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-Dglucopyranosyl-(1→4)-(phenyl-2-O-benzoyl-3-O-benzyl-1-thio-β-L-idopyranoside)uronate; With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 4h;

trifluoroacetyl chloride; With pyridine; In dichloromethane;
DOI:10.1021/jo502776f

Reference yield:

: 1178888-21-5
methyl (phenyl 2-O-benzoyl-3-O-benzyl-1-thio-L-idopyranoside)uronate

: 1394857-41-0
2-azido-3,6-di-O-benzyl-2-deoxy-4-O-trichloroacetyl-1-O-trichloroacetimidate-α/β-D-glucopyranoside

: 1394857-52-3
methyl [phenyl 4-O-(2-azido-3,6-O-dibenzyl-2-deoxy-4-O-trichloroacetyl-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-1-thio-L-idopyranoside]uronate

: 1394857-53-4
methyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-trichloroacetyl-α-D-glucopyranosyl-(1→4)-(phenyl-2-O-benzoyl-3-O-benzyl-1-thio-β-L-idopyranoside)uronate

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -30 ℃; for 1.25h; Overall yield = 41 %; Overall yield = 4.11 g; Inert atmosphere;
DOI:10.1021/jo300722y