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-galactopyranoside

Base Information

Chemical Name: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-galactopyranoside
CAS No.:316156-77-1
Molecular Formula:C₅₉H₆₀O₁₄S
Molecular Weight:1025.18
Hs Code.:

Synonyms: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-galactopyranoside

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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 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-galactopyranoside

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Technology Process of 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-galactopyranoside

There total 1 articles about 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-galactopyranoside 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: 69.0%

: 130610-61-6
benzyl 2-O-benzoyl-4,6-O-benzylidene-α-D-galactopyranoside

: 260779-97-3
ethyl 2,3,4-tri-O-benzyl-6-O-(hydroxycarbonylethanoyl)-1-thio-α-D-mannopyranoside

: 316156-77-1
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-galactopyranoside

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 24h;
DOI:10.1002/1522-2675(20001004)83:10<2676::AID-HLCA2676>3.0.CO;2-K

Reference yield:

: 316156-77-1
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-galactopyranoside

: 316156-78-2
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-galactopyranoside

Guidance literature:: With hydrogenchloride; 3 A molecular sieve; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; at 20 ℃;
DOI:10.1002/1522-2675(20001004)83:10<2676::AID-HLCA2676>3.0.CO;2-K

Reference yield:

: 316156-77-1
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-galactopyranoside

: benzyl O-(6-O-benzoyl-2,3,4-tri-O-benzyl-α-D-mannopyranosyl)-(1-> 4)-2,3-di-O-benzoyl-6-O-benzyl-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 0.82 g / NaCNBH₃; HCl; 3 Angstroem mol. sieves / diethyl ether; tetrahydrofuran / 20 °C

2: 64 percent / MeOTf; 4 Angstroem mol. sieves / CH₂Cl₂ / 6 h / 20 °C

3: NaOMe / methanol / 24 h / 20 °C

4: pyridine / 24 h / 20 °C

With pyridine; hydrogenchloride; 3 A molecular sieve; 4 A molecular sieve; sodium methylate; sodium cyanoborohydride; methyl trifluoromethanesulfonate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 1: Ring cleavage / 2: Cyclization / 3: deacylation / 4: Acylation;
DOI:10.1002/1522-2675(20001004)83:10<2676::AID-HLCA2676>3.0.CO;2-K