O-2,4-di-O-benzoyl-3-O-(2-ethoxy-2-oxoethyl)-6-O-(phenylmethyl)-β-D-galactopyranosyl-(1->3)-O-[6-deoxy-2,3,4-tris-O-(phenylmethyl)-α-L-galactopyranosyl-(1->4)]-1,5-anhydro-2-deoxy-6-O-(phenylmethyl)-D-arabino-hexitol

Base Information

Chemical Name:O-2,4-di-O-benzoyl-3-O-(2-ethoxy-2-oxoethyl)-6-O-(phenylmethyl)-β-D-galactopyranosyl-(1->3)-O-[6-deoxy-2,3,4-tris-O-(phenylmethyl)-α-L-galactopyranosyl-(1->4)]-1,5-anhydro-2-deoxy-6-O-(phenylmethyl)-D-arabino-hexitol
CAS No.:557767-33-6
Molecular Formula:C₇₁H₇₆O₁₇
Molecular Weight:1201.37
Hs Code.:

O-2,4-di-O-benzoyl-3-O-(2-ethoxy-2-oxoethyl)-6-O-(phenylmethyl)-β-D-galactopyranosyl-(1->3)-O-[6-deoxy-2,3,4-tris-O-(phenylmethyl)-α-L-galactopyranosyl-(1->4)]-1,5-anhydro-2-deoxy-6-O-(phenylmethyl)-D-arabino-hexitol

Synonyms:O-2,4-di-O-benzoyl-3-O-(2-ethoxy-2-oxoethyl)-6-O-(phenylmethyl)-β-D-galactopyranosyl-(1->3)-O-[6-deoxy-2,3,4-tris-O-(phenylmethyl)-α-L-galactopyranosyl-(1->4)]-1,5-anhydro-2-deoxy-6-O-(phenylmethyl)-D-arabino-hexitol

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Chemical Property of O-2,4-di-O-benzoyl-3-O-(2-ethoxy-2-oxoethyl)-6-O-(phenylmethyl)-β-D-galactopyranosyl-(1->3)-O-[6-deoxy-2,3,4-tris-O-(phenylmethyl)-α-L-galactopyranosyl-(1->4)]-1,5-anhydro-2-deoxy-6-O-(phenylmethyl)-D-arabino-hexitol

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Technology Process of O-2,4-di-O-benzoyl-3-O-(2-ethoxy-2-oxoethyl)-6-O-(phenylmethyl)-β-D-galactopyranosyl-(1->3)-O-[6-deoxy-2,3,4-tris-O-(phenylmethyl)-α-L-galactopyranosyl-(1->4)]-1,5-anhydro-2-deoxy-6-O-(phenylmethyl)-D-arabino-hexitol

There total 7 articles about O-2,4-di-O-benzoyl-3-O-(2-ethoxy-2-oxoethyl)-6-O-(phenylmethyl)-β-D-galactopyranosyl-(1->3)-O-[6-deoxy-2,3,4-tris-O-(phenylmethyl)-α-L-galactopyranosyl-(1->4)]-1,5-anhydro-2-deoxy-6-O-(phenylmethyl)-D-arabino-hexitol 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: 52.0%

: 116514-50-2,128962-63-0,131545-02-3,136758-06-0,99409-34-4,116391-11-8
ethyl 2,3,4-tri-O-benzyl-1-thio-β-L-fucopyranoside

: 557767-31-4
1,5-anhydro-2-deoxy-3-O-[2,4-di-O-benzoyl-3-O-(2-ethoxy-2-oxoethyl)-6-O-(phenylmethyl)-β-D-galactopyranosyl]-6-O-(phenylmethyl)-D-arabino-hexitol

: 557767-33-6
O-2,4-di-O-benzoyl-3-O-(2-ethoxy-2-oxoethyl)-6-O-(phenylmethyl)-β-D-galactopyranosyl-(1->3)-O-[6-deoxy-2,3,4-tris-O-(phenylmethyl)-α-L-galactopyranosyl-(1->4)]-1,5-anhydro-2-deoxy-6-O-(phenylmethyl)-D-arabino-hexitol

Guidance literature:: ethyl 2,3,4-tri-O-benzyl-1-thio-β-L-fucopyranoside; With bromine; In dichloromethane; at 0 ℃; for 0.5h;

1,5-anhydro-2-deoxy-3-O-[2,4-di-O-benzoyl-3-O-(2-ethoxy-2-oxoethyl)-6-O-(phenylmethyl)-β-D-galactopyranosyl]-6-O-(phenylmethyl)-D-arabino-hexitol; With tetraethylammonium bromide; In N,N-dimethyl-formamide; at 25 ℃; for 70h;
DOI:10.1002/hlca.200390085

Reference yield:

: 135214-83-4
1,5-Anhydro-2-deoxy-4,6-O-(phenylmethylene)-D-arabino-hexopyranoside

: 557767-33-6
O-2,4-di-O-benzoyl-3-O-(2-ethoxy-2-oxoethyl)-6-O-(phenylmethyl)-β-D-galactopyranosyl-(1->3)-O-[6-deoxy-2,3,4-tris-O-(phenylmethyl)-α-L-galactopyranosyl-(1->4)]-1,5-anhydro-2-deoxy-6-O-(phenylmethyl)-D-arabino-hexitol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 76 percent / trifluoromethanesulfonic acid; N-iodosuccinimide / CH₂Cl₂ / 0.5 h / 0 °C

2.1: 78 percent / HCl; NaCNBH₃ / tetrahydrofuran; diethyl ether / 0 °C

3.1: Br₂ / CH₂Cl₂ / 0.5 h / 0 °C

3.2: 52 percent / Et₄NBr / dimethylformamide / 70 h / 25 °C

With hydrogenchloride; N-iodo-succinimide; trifluorormethanesulfonic acid; bromine; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1002/hlca.200390085

Reference yield:

: 98-88-4
benzoyl chloride

: 557767-33-6
O-2,4-di-O-benzoyl-3-O-(2-ethoxy-2-oxoethyl)-6-O-(phenylmethyl)-β-D-galactopyranosyl-(1->3)-O-[6-deoxy-2,3,4-tris-O-(phenylmethyl)-α-L-galactopyranosyl-(1->4)]-1,5-anhydro-2-deoxy-6-O-(phenylmethyl)-D-arabino-hexitol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 2.44 g / DMAP / pyridine / 16 h / 25 °C

2.1: 76 percent / trifluoromethanesulfonic acid; N-iodosuccinimide / CH₂Cl₂ / 0.5 h / 0 °C

3.1: 78 percent / HCl; NaCNBH₃ / tetrahydrofuran; diethyl ether / 0 °C

4.1: Br₂ / CH₂Cl₂ / 0.5 h / 0 °C

4.2: 52 percent / Et₄NBr / dimethylformamide / 70 h / 25 °C

With hydrogenchloride; dmap; N-iodo-succinimide; trifluorormethanesulfonic acid; bromine; sodium cyanoborohydride; In tetrahydrofuran; pyridine; diethyl ether; dichloromethane;
DOI:10.1002/hlca.200390085