benzyl O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1-> 4)-2-O-benzoyl-6-O-benzyl-α-D-glucopyranoside 2',3-succinate

Base Information

Chemical Name:benzyl O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1-> 4)-2-O-benzoyl-6-O-benzyl-α-D-glucopyranoside 2',3-succinate
CAS No.:173725-86-5
Molecular Formula:C₅₈H₅₈O₁₄
Molecular Weight:979.09
Hs Code.:

Synonyms:benzyl O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1-> 4)-2-O-benzoyl-6-O-benzyl-α-D-glucopyranoside 2',3-succinate

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Chemical Property of benzyl O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1-> 4)-2-O-benzoyl-6-O-benzyl-α-D-glucopyranoside 2',3-succinate

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Technology Process of benzyl O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1-> 4)-2-O-benzoyl-6-O-benzyl-α-D-glucopyranoside 2',3-succinate

There total 8 articles about benzyl O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1-> 4)-2-O-benzoyl-6-O-benzyl-α-D-glucopyranoside 2',3-succinate 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: 73.0%

: 316188-09-7
benzyl 2-O-benzoyl-6-O-benzyl-3-O-[1,4-dioxo-4-(phenyl 3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranosid-2-O-yl)butyl]-α-D-glucopyranoside

: 173725-86-5
benzyl O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1-> 4)-2-O-benzoyl-6-O-benzyl-α-D-glucopyranoside 2',3-succinate

Guidance literature:: With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; In acetonitrile; at -30 ℃; for 0.0833333h;
DOI:10.1002/1522-2675(20001004)83:10<2655::AID-HLCA2655>3.0.CO;2-U

Reference yield: 54.0%

: 173725-85-4
benzyl 2-O-benzoyl-6-O-benzyl-3-O-[4-(ethyl 3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranosid-2-O-yl)-1,4-dioxobutyl]-α-D-glucopyranoside

: 173725-86-5
benzyl O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1-> 4)-2-O-benzoyl-6-O-benzyl-α-D-glucopyranoside 2',3-succinate

Guidance literature:: With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at -30 ℃; for 0.75h;
DOI:10.1016/0040-4039(95)01952-E

Reference yield:

: 129750-23-8
Ethyl 3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

: 173725-86-5
benzyl O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1-> 4)-2-O-benzoyl-6-O-benzyl-α-D-glucopyranoside 2',3-succinate

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / pyridine; DMAP / 24 h / 20 °C

2: 60 percent / DCC; DMAP; 1-hydroxy-1H-benzotriazole / CH₂Cl₂ / 24 h / 20 °C

3: 88 percent / NaCNBH₃; 3 Angstroem molecular sieves; HCl / tetrahydrofuran; diethyl ether / 20 °C

4: 54 percent / 3 Angstroem mol. sieves; NIS; Me₃SiOTf / acetonitrile / 0.08 h / -30 °C

With pyridine; hydrogenchloride; dmap; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; sodium cyanoborohydride; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile; 1: Acylation / 2: Acylation / 3: Ring cleavage / 4: Cyclization;
DOI:10.1002/1522-2675(20001004)83:10<2655::AID-HLCA2655>3.0.CO;2-U