2,4,6-tri-O-benzyl-3-O-[(1S)-1-(cyclohexylmethyl)-2-oxo-2-(phenylmethoxy)ethyl]-β-D-galactopyranosyl-(1->3)-O-[2,3,4-tris-O-(phenylmethyl)-β-D-arabinopyranosyl-(1->4)]-1,5-anhydro-2-deoxy-D-arabino-hexitol

Base Information

• Chemical Name: 2,4,6-tri-O-benzyl-3-O-[(1S)-1-(cyclohexylmethyl)-2-oxo-2-(phenylmethoxy)ethyl]-β-D-galactopyranosyl-(1->3)-O-[2,3,4-tris-O-(phenylmethyl)-β-D-arabinopyranosyl-(1->4)]-1,5-anhydro-2-deoxy-D-arabino-hexitol
• CAS No.: 557767-26-7
• Molecular Formula: C₇₅H₈₀O₁₈
• Molecular Weight: 1269.45

Synonyms:2,4,6-tri-O-benzyl-3-O-[(1S)-1-(cyclohexylmethyl)-2-oxo-2-(phenylmethoxy)ethyl]-β-D-galactopyranosyl-(1->3)-O-[2,3,4-tris-O-(phenylmethyl)-β-D-arabinopyranosyl-(1->4)]-1,5-anhydro-2-deoxy-D-arabino-hexitol

Chemical Property of 2,4,6-tri-O-benzyl-3-O-[(1S)-1-(cyclohexylmethyl)-2-oxo-2-(phenylmethoxy)ethyl]-β-D-galactopyranosyl-(1->3)-O-[2,3,4-tris-O-(phenylmethyl)-β-D-arabinopyranosyl-(1->4)]-1,5-anhydro-2-deoxy-D-arabino-hexitol

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Technology Process of 2,4,6-tri-O-benzyl-3-O-[(1S)-1-(cyclohexylmethyl)-2-oxo-2-(phenylmethoxy)ethyl]-β-D-galactopyranosyl-(1->3)-O-[2,3,4-tris-O-(phenylmethyl)-β-D-arabinopyranosyl-(1->4)]-1,5-anhydro-2-deoxy-D-arabino-hexitol

There total 1 articles about 2,4,6-tri-O-benzyl-3-O-[(1S)-1-(cyclohexylmethyl)-2-oxo-2-(phenylmethoxy)ethyl]-β-D-galactopyranosyl-(1->3)-O-[2,3,4-tris-O-(phenylmethyl)-β-D-arabinopyranosyl-(1->4)]-1,5-anhydro-2-deoxy-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:

C94H94O18 → 2,4,6-tri-O-benzyl-3-O-[(1S)-1-(cyclohexylmethyl)-2-oxo-2-(phenylmethoxy)ethyl]-β-D-galactopyranosyl-(1->3)-O-[2,3,4-tris-O-(phenylmethyl)-β-D-arabinopyranosyl-(1->4)]-1,5-anhydro-2-deoxy-D-arabino-hexitol (557767-26-7)

Guidance literature:

With formic acid; In diethyl ether; at 25 ℃; for 2h;

DOI:10.1002/hlca.200390085

Reference yield:

2,4,6-tri-O-benzyl-3-O-[(1S)-1-(cyclohexylmethyl)-2-oxo-2-(phenylmethoxy)ethyl]-β-D-galactopyranosyl-(1->3)-O-[2,3,4-tris-O-(phenylmethyl)-β-D-arabinopyranosyl-(1->4)]-1,5-anhydro-2-deoxy-D-arabino-hexitol (557767-26-7) → O-3-O-[(1S)-1-(cyclohexylmethyl)-2-oxo-2-(phenylmethoxy)ethyl]-β-D-galactopyranosyl-(1->3)-O-[2,3,4-tris-O-(phenylmethyl)-β-D-arabinopyranosyl-(1->4)]-1,5-anhydro-2-deoxy-D-arabino-hexitol

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 25 ℃; for 16h; under 760 Torr;

DOI:10.1002/hlca.200390085

Reference yield:

2,4,6-tri-O-benzyl-3-O-[(1S)-1-(cyclohexylmethyl)-2-oxo-2-(phenylmethoxy)ethyl]-β-D-galactopyranosyl-(1->3)-O-[2,3,4-tris-O-(phenylmethyl)-β-D-arabinopyranosyl-(1->4)]-1,5-anhydro-2-deoxy-D-arabino-hexitol (557767-26-7) → O-3-O-[(1S)-1-carboxy-2-cyclohexylethyl]-β-D-galactopyranosyl-(1->3)-O-[β-D-arabinopyranosyl-1-(1->4)]-1,5-anhydro-2-deoxy-D-arabino-hexitol sodium salt

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / Pd/C / methanol / 16 h / 25 °C / 760 Torr

2: 81 mg / NaOMe / methanol / 16 h / 25 °C

3: 100 percent / LiOH / methanol; H₂O / 24 h / 25 °C

With lithium hydroxide; hydrogen; sodium methylate; palladium on activated charcoal; In methanol; water;

DOI:10.1002/hlca.200390085

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