3-O-[4-O-benzyl-2,3,6-trideoxy-α-L-erythro-hex-2-enopyranosyl]-1,5-anhydro-4-O-benzyl-2,6-dideoxy-L-arabino-hex-1-enitol

Base Information

• Chemical Name: 3-O-[4-O-benzyl-2,3,6-trideoxy-α-L-erythro-hex-2-enopyranosyl]-1,5-anhydro-4-O-benzyl-2,6-dideoxy-L-arabino-hex-1-enitol
• CAS No.: 1615710-95-6
• Molecular Formula: C₂₆H₃₀O₅
• Molecular Weight: 422.521

Synonyms:3-O-[4-O-benzyl-2,3,6-trideoxy-α-L-erythro-hex-2-enopyranosyl]-1,5-anhydro-4-O-benzyl-2,6-dideoxy-L-arabino-hex-1-enitol

Chemical Property of 3-O-[4-O-benzyl-2,3,6-trideoxy-α-L-erythro-hex-2-enopyranosyl]-1,5-anhydro-4-O-benzyl-2,6-dideoxy-L-arabino-hex-1-enitol

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Technology Process of 3-O-[4-O-benzyl-2,3,6-trideoxy-α-L-erythro-hex-2-enopyranosyl]-1,5-anhydro-4-O-benzyl-2,6-dideoxy-L-arabino-hex-1-enitol

There total 2 articles about 3-O-[4-O-benzyl-2,3,6-trideoxy-α-L-erythro-hex-2-enopyranosyl]-1,5-anhydro-4-O-benzyl-2,6-dideoxy-L-arabino-hex-1-enitol 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: 53.0%

1,5-anhydro-2,6-dideoxy-4-O-(phenylmethyl)-L-arabino-hex-1-enitol (117249-16-8) → 3-O-[4-O-benzyl-2,3,6-trideoxy-α-L-erythro-hex-2-enopyranosyl]-1,5-anhydro-4-O-benzyl-2,6-dideoxy-L-arabino-hex-1-enitol (1615710-95-6) + 3-O-[4-O-benzyl-2,3,6-trideoxy-β-L-erythro-hex-2-enopyranosyl]-1,5-anhydro-4-O-benzyl-2,6-dideoxy-L-arabino-hex-1-enitol (1615710-96-7)

Guidance literature:

1,5-anhydro-2,6-dideoxy-4-O-(phenylmethyl)-L-arabino-hex-1-enitol; With sodium hydroxide; In water; toluene; for 0.333333h;

With tetra-(n-butyl)ammonium iodide; p-toluenesulfonyl chloride; In water; toluene; at 20 ℃; Overall yield = 623 mg;

DOI:10.1016/j.tetlet.2014.05.025

Reference yield:

1,5-anhydro-2,6-dideoxy-4-O-(phenylmethyl)-L-arabino-hex-1-enitol (117249-16-8) → 3-O-[4-O-benzyl-2,3,6-trideoxy-α-L-erythro-hex-2-enopyranosyl]-1,5-anhydro-4-O-benzyl-2,6-dideoxy-L-arabino-hex-1-enitol (1615710-95-6)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; p-toluenesulfonyl chloride; sodium hydroxide; In water; toluene; at 20 ℃; for 24h;

Reference yield:

3-azidopropan-1-ol (72320-38-8) + 3-O-[4-O-benzyl-2,3,6-trideoxy-α-L-erythro-hex-2-enopyranosyl]-1,5-anhydro-4-O-benzyl-2,6-dideoxy-L-arabino-hex-1-enitol (1615710-95-6) → 3-azidopropyl 4-O-benzyl-3-O-[4-O-benzyl-2',3',6'-trideoxy-α-D-erythro-hex-2'-enopyranosyl]-2,6-dideoxy-D-glucopyranoside + 3-azidopropyl 4-O-benzyl-3-O-[4-O-benzyl-2',3',6'-trideoxy-α-D-erythro-hex-2'-enopyranosyl]-2,6-dideoxy-D-glucopyranoside

Guidance literature:

With triphenylphosphine hydrobromide; at 0 ℃; for 5h; Overall yield = 52 %; Molecular sieve;

upstream raw materials:

1,5-anhydro-2,6-dideoxy-4-O-(phenylmethyl)-L-arabino-hex-1-enitol

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