benzyl 2-O-benzoyl-6-O-benzyl-3-O-[3-(ethyl 2,3,4-tri-O-benzyl-1-thio-α-D-mannopyranosid-6-O-yl)-1,3-dioxopropyl]-α-D-mannopyranoside

Base Information

Chemical Name:benzyl 2-O-benzoyl-6-O-benzyl-3-O-[3-(ethyl 2,3,4-tri-O-benzyl-1-thio-α-D-mannopyranosid-6-O-yl)-1,3-dioxopropyl]-α-D-mannopyranoside
CAS No.:220009-48-3
Molecular Formula:C₅₉H₆₂O₁₄S
Molecular Weight:1027.2
Hs Code.:

Synonyms:benzyl 2-O-benzoyl-6-O-benzyl-3-O-[3-(ethyl 2,3,4-tri-O-benzyl-1-thio-α-D-mannopyranosid-6-O-yl)-1,3-dioxopropyl]-α-D-mannopyranoside

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Chemical Property of benzyl 2-O-benzoyl-6-O-benzyl-3-O-[3-(ethyl 2,3,4-tri-O-benzyl-1-thio-α-D-mannopyranosid-6-O-yl)-1,3-dioxopropyl]-α-D-mannopyranoside

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Technology Process of benzyl 2-O-benzoyl-6-O-benzyl-3-O-[3-(ethyl 2,3,4-tri-O-benzyl-1-thio-α-D-mannopyranosid-6-O-yl)-1,3-dioxopropyl]-α-D-mannopyranoside

There total 4 articles about benzyl 2-O-benzoyl-6-O-benzyl-3-O-[3-(ethyl 2,3,4-tri-O-benzyl-1-thio-α-D-mannopyranosid-6-O-yl)-1,3-dioxopropyl]-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: 74.0%

: 316156-94-2
benzyl 2-O-benzoyl-4,6-O-benzylidene-3-O-[3-(ethyl 2,3,4-tri-O-benzyl-1-thio-α-D-mannopyranosid-6-O-yl)-1,3-dioxopropyl]-α-D-mannopyranoside

: 220009-48-3
benzyl 2-O-benzoyl-6-O-benzyl-3-O-[3-(ethyl 2,3,4-tri-O-benzyl-1-thio-α-D-mannopyranosid-6-O-yl)-1,3-dioxopropyl]-α-D-mannopyranoside

Guidance literature:: With hydrogenchloride; 3 A molecular sieve; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether;
DOI:10.1002/1522-2675(20001004)83:10<2676::AID-HLCA2676>3.0.CO;2-K

Reference yield:

: 98-88-4
benzoyl chloride

: 220009-48-3
benzyl 2-O-benzoyl-6-O-benzyl-3-O-[3-(ethyl 2,3,4-tri-O-benzyl-1-thio-α-D-mannopyranosid-6-O-yl)-1,3-dioxopropyl]-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 58 percent / Bu₄N(HSO₄); NaOH / H₂O; CH₂Cl₂ / 1.5 h / -5 °C

2: 63 percent / DCC; DMAP / CH₂Cl₂ / 24 h / 20 °C

3: 74 percent / NaCNBH₃; HCl; 3 Angstroem mol. sieves / diethyl ether; tetrahydrofuran

With hydrogenchloride; dmap; sodium hydroxide; 3 A molecular sieve; tetra(n-butyl)ammonium hydrogensulfate; sodium cyanoborohydride; dicyclohexyl-carbodiimide; In tetrahydrofuran; diethyl ether; dichloromethane; water; 1: Acylation / 2: Acylation / 3: reductive cleavage;
DOI:10.1002/1522-2675(20001004)83:10<2676::AID-HLCA2676>3.0.CO;2-K

Reference yield:

: 73366-72-0
benzyl 4,6-O-benzylidene-α-D-mannopyranoside

: 220009-48-3
benzyl 2-O-benzoyl-6-O-benzyl-3-O-[3-(ethyl 2,3,4-tri-O-benzyl-1-thio-α-D-mannopyranosid-6-O-yl)-1,3-dioxopropyl]-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 58 percent / Bu₄N(HSO₄); NaOH / H₂O; CH₂Cl₂ / 1.5 h / -5 °C

2: 63 percent / DCC; DMAP / CH₂Cl₂ / 24 h / 20 °C

3: 74 percent / NaCNBH₃; HCl; 3 Angstroem mol. sieves / diethyl ether; tetrahydrofuran

With hydrogenchloride; dmap; sodium hydroxide; 3 A molecular sieve; tetra(n-butyl)ammonium hydrogensulfate; sodium cyanoborohydride; dicyclohexyl-carbodiimide; In tetrahydrofuran; diethyl ether; dichloromethane; water; 1: Acylation / 2: Acylation / 3: reductive cleavage;
DOI:10.1002/1522-2675(20001004)83:10<2676::AID-HLCA2676>3.0.CO;2-K