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

Base Information

Chemical Name:benzyl 2-O-benzoyl-6-O-benzyl-3-O-[1,4-dioxo-4-(phenyl 2,3,6-tri-O-benzyl-1-thio-α-D-mannopyranosid-4-O-yl)butyl]-α-D-glucopyranoside
CAS No.:316188-27-9
Molecular Formula:C₆₄H₆₄O₁₄S
Molecular Weight:1089.27
Hs Code.:

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

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Chemical Property of benzyl 2-O-benzoyl-6-O-benzyl-3-O-[1,4-dioxo-4-(phenyl 2,3,6-tri-O-benzyl-1-thio-α-D-mannopyranosid-4-O-yl)butyl]-α-D-glucopyranoside

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Technology Process of benzyl 2-O-benzoyl-6-O-benzyl-3-O-[1,4-dioxo-4-(phenyl 2,3,6-tri-O-benzyl-1-thio-α-D-mannopyranosid-4-O-yl)butyl]-α-D-glucopyranoside

There total 4 articles about benzyl 2-O-benzoyl-6-O-benzyl-3-O-[1,4-dioxo-4-(phenyl 2,3,6-tri-O-benzyl-1-thio-α-D-mannopyranosid-4-O-yl)butyl]-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: 78.0%

: 316188-26-8
benzyl 2-O-benzoyl-4,6-O-benzylidene-3-O-[1,4-dioxo-4-(phenyl 2,3,6-tri-O-benzyl-1-thio-α-D-mannopyranosid-4-O-yl)butyl]-α-D-glucopyranoside

: 316188-27-9
benzyl 2-O-benzoyl-6-O-benzyl-3-O-[1,4-dioxo-4-(phenyl 2,3,6-tri-O-benzyl-1-thio-α-D-mannopyranosid-4-O-yl)butyl]-α-D-glucopyranoside

Guidance literature:: With hydrogenchloride; 3 Angstroem MS; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; at 20 ℃;
DOI:10.1002/1522-2675(20001004)83:10<2655::AID-HLCA2655>3.0.CO;2-U

Reference yield:

: 159407-17-7
phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

: 316188-27-9
benzyl 2-O-benzoyl-6-O-benzyl-3-O-[1,4-dioxo-4-(phenyl 2,3,6-tri-O-benzyl-1-thio-α-D-mannopyranosid-4-O-yl)butyl]-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / NaCNBH₃; HCl; 3 Angstroem MS / tetrahydrofuran; diethyl ether / 20 °C

2: 82 percent / pyridine; DMAP / 24 h / 60 °C

3: 74 percent / DCC; DMAP / CH₂Cl₂ / 24 h / 20 °C

4: 78 percent / NaCNBH₃; 3 Angstroem MS; HCl / tetrahydrofuran; diethyl ether / 20 °C

With pyridine; hydrogenchloride; dmap; 3 Angstroem MS; sodium cyanoborohydride; dicyclohexyl-carbodiimide; In tetrahydrofuran; diethyl ether; dichloromethane; 1: Ring cleavage / 2: Acylation / 3: Acylation / 4: Ring cleavage;
DOI:10.1002/1522-2675(20001004)83:10<2655::AID-HLCA2655>3.0.CO;2-U

Reference yield:

: 316188-24-6
phenyl 2,3,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

: 316188-27-9
benzyl 2-O-benzoyl-6-O-benzyl-3-O-[1,4-dioxo-4-(phenyl 2,3,6-tri-O-benzyl-1-thio-α-D-mannopyranosid-4-O-yl)butyl]-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / pyridine; DMAP / 24 h / 60 °C

2: 74 percent / DCC; DMAP / CH₂Cl₂ / 24 h / 20 °C

3: 78 percent / NaCNBH₃; 3 Angstroem MS; HCl / tetrahydrofuran; diethyl ether / 20 °C

With pyridine; hydrogenchloride; dmap; 3 Angstroem MS; sodium cyanoborohydride; dicyclohexyl-carbodiimide; In tetrahydrofuran; diethyl ether; dichloromethane; 1: Acylation / 2: Acylation / 3: Ring cleavage;
DOI:10.1002/1522-2675(20001004)83:10<2655::AID-HLCA2655>3.0.CO;2-U