benzyl (6-O-acetyl-2-O-levulinoyl-β-D-galactopyranosyl)-(1->4)-β-D-glucopyranoside

Base Information

• Chemical Name: benzyl (6-O-acetyl-2-O-levulinoyl-β-D-galactopyranosyl)-(1->4)-β-D-glucopyranoside
• CAS No.: 405509-61-7
• Molecular Formula: C₂₆H₃₆O₁₄
• Molecular Weight: 572.563

Synonyms:benzyl (6-O-acetyl-2-O-levulinoyl-β-D-galactopyranosyl)-(1->4)-β-D-glucopyranoside

Chemical Property of benzyl (6-O-acetyl-2-O-levulinoyl-β-D-galactopyranosyl)-(1->4)-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

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Technology Process of benzyl (6-O-acetyl-2-O-levulinoyl-β-D-galactopyranosyl)-(1->4)-β-D-glucopyranoside

There total 3 articles about benzyl (6-O-acetyl-2-O-levulinoyl-β-D-galactopyranosyl)-(1->4)-β-D-glucopyranoside 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: 72.0%

trifluoroethyl levulinate + benzyl (6-O-acetyl-β-D-galactopyranosyl)-(1->4)-β-D-glucopyranoside (183296-88-0) → benzyl (6-O-acetyl-2-O-levulinoyl-β-D-galactopyranosyl)-(1->4)-β-D-glucopyranoside (405509-61-7)

Guidance literature:

With Candida antarctica lipase; In acetonitrile; at 45 ℃; for 96h;

DOI:10.1002/ejoc.200200425

Reference yield: 65.0%

benzyl (6-O-acetyl-β-D-galactopyranosyl)-(1->4)-β-D-glucopyranoside (183296-88-0) → benzyl (6-O-acetyl-2-O-levulinoyl-β-D-galactopyranosyl)-(1->4)-β-D-glucopyranoside (405509-61-7)

Guidance literature:

With immobolized Candida antarctica lipase; In acetonitrile; at 45 ℃; for 96h;

DOI:10.1081/CAR-100108289

Reference yield:

benzyl 4-O-β-D-galactopyranosyl-β-D-glucopyranoside (18404-72-3) → benzyl (6-O-acetyl-2-O-levulinoyl-β-D-galactopyranosyl)-(1->4)-β-D-glucopyranoside (405509-61-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / Candida antarctica lipase / tetrahydrofuran / 48 h / 40 °C

2: 72 percent / Candida antarctica lipase / acetonitrile / 96 h / 45 °C

With Candida antarctica lipase; In tetrahydrofuran; acetonitrile;

DOI:10.1002/ejoc.200200425

upstream raw materials:

benzyl (6-O-acetyl-β-D-galactopyranosyl)-(1->4)-β-D-glucopyranoside

benzyl 4-O-β-D-galactopyranosyl-β-D-glucopyranoside

Downstream raw materials:

4-Oxo-pentanoic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2R,3R,4S,5R,6R)-4,5-diacetoxy-2-acetoxymethyl-6-benzyloxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester

benzyl (6-O-acetyl-3,4-O-isopropylidene-2-O-levulinoyl-β-D-galactopyranosyl)-1->4)-β-D-glucopyranoside

benzyl (3,4-di-O-acetyl-2-O-benzyl-α-L-fucopyranosyl)-(1->6)-(3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,3-di-O-benzoyl-6-O-thexyldimethylsilyl-β-D-glucopyranoside

benzyl (6-O-acetyl-3,4-O-isopropylidene-2-O-levulinoyl-β-D-galactopyranosyl)-(1->4)-[(3,4-di-O-acetyl-2-O-benzyl-α-L-fucopyranosyl)-(1->2)]-6-O-thexyldimethylsilyl-β-D-glucopyranoside

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