ethyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-thio-β-D-mannopyranoside

Base Information

Chemical Name:ethyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-thio-β-D-mannopyranoside
CAS No.:351011-66-0
Molecular Formula:C₅₆H₆₂O₁₀S
Molecular Weight:927.168
Hs Code.:

Synonyms:ethyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-thio-β-D-mannopyranoside

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Chemical Property of ethyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-thio-β-D-mannopyranoside

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Technology Process of ethyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-thio-β-D-mannopyranoside

There total 3 articles about ethyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-thio-β-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: 47.0%

: 351011-50-2
ethyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-thio-β-D-glucopyranoside

: 351011-66-0
ethyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-thio-β-D-mannopyranoside

Guidance literature:: ethyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-thio-β-D-glucopyranoside; With acetic anhydride; dimethyl sulfoxide; at 20 ℃; for 72h;

With sodium tetrahydroborate; In methanol; dichloromethane; at 0 - 20 ℃; for 2h; Further stages.;
DOI:10.1021/jo015521z

Reference yield:

: 114117-12-3
2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-1,5-anhydro-2-deoxy-3,6-di-O-benzyl-D-arabino-hex-1-enitol

: 351011-66-0
ethyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-thio-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: 2,2'-dimethyldioxirane / CH₂Cl₂; acetone / 0.17 h / 0 °C

2.1: 143 mg / trifluoroacetic anhydride / CH₂Cl₂ / 16 h / -78 - 20 °C

3.1: Ac₂O; DMSO / 72 h / 20 °C

3.2: 47 percent / NaBH₄ / CH₂Cl₂; methanol / 2 h / 0 - 20 °C

With 2,2'-dimethyldioxirane; acetic anhydride; dimethyl sulfoxide; trifluoroacetic anhydride; In dichloromethane; acetone;
DOI:10.1021/jo015521z

Reference yield:

: (3R,4R,5S)-5-Benzyloxy-3-benzyloxymethyl-4-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2,7-dioxa-bicyclo[4.1.0]heptane

: 351011-66-0
ethyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-thio-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 143 mg / trifluoroacetic anhydride / CH₂Cl₂ / 16 h / -78 - 20 °C

2.1: Ac₂O; DMSO / 72 h / 20 °C

2.2: 47 percent / NaBH₄ / CH₂Cl₂; methanol / 2 h / 0 - 20 °C

With acetic anhydride; dimethyl sulfoxide; trifluoroacetic anhydride; In dichloromethane;
DOI:10.1021/jo015521z