3-O-(2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranosyl)-1,2-di-O-tetradecyl-sn-glycerol

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Chemical Name:3-O-(2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranosyl)-1,2-di-O-tetradecyl-sn-glycerol
CAS No.:81691-27-2
Molecular Formula:C₄₆H₈₁NO₈
Molecular Weight:776.151
Hs Code.:

Synonyms:3-O-(2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranosyl)-1,2-di-O-tetradecyl-sn-glycerol

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Chemical Property of 3-O-(2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranosyl)-1,2-di-O-tetradecyl-sn-glycerol

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Technology Process of 3-O-(2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranosyl)-1,2-di-O-tetradecyl-sn-glycerol

There total 5 articles about 3-O-(2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranosyl)-1,2-di-O-tetradecyl-sn-glycerol 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%

: 100-52-7
benzaldehyde

: 81691-26-1
3-O-(2-acetamido-2-deoxy-β-D-galactopyranosyl)-1,2-di-O-tetradecyl-sn-glycerol

: 81691-27-2
3-O-(2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranosyl)-1,2-di-O-tetradecyl-sn-glycerol

Guidance literature:: With zinc(II) chloride; at 15 - 20 ℃; for 18h;
DOI:10.1016/S0008-6215(00)81007-1

Reference yield:

: 1772-03-8,4710-95-6,6730-09-2,14131-59-0,14131-62-5,14131-63-6,14131-65-8,14131-67-0,14257-79-5,19124-46-0,20706-90-5,91673-92-6
D-(+)-galactosamine hydrochloride

: 81691-27-2
3-O-(2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranosyl)-1,2-di-O-tetradecyl-sn-glycerol

Guidance literature:: Multi-step reaction with 5 steps

1: NaOMe, Et₃N / methanol / 1.) 30 min, 15-20 deg C, 2.) 20 min, 50 deg C

2: pyridine / 15 h / 15 - 20 °C

3: 81.5 percent / Me₃SiOSOCF₃ / CH₂Cl₂ / 3 h / 15 - 20 °C

4: 1.) BuNH₂ / 1.) MeOH, reflux, 19 h, 2.) MeOH-oxolane, 5 deg C, 2 h

5: 72 percent / ZnCl₂ / 18 h / 15 - 20 °C

With pyridine; sodium methylate; trimethyl((trifluoromethyl)sulfonyl)silane; N-butylamine; triethylamine; zinc(II) chloride; In methanol; dichloromethane;
DOI:10.1016/S0008-6215(00)81007-1

Reference yield:

: 81704-02-1
1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-galactopyranoside

: 81691-27-2
3-O-(2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranosyl)-1,2-di-O-tetradecyl-sn-glycerol

Guidance literature:: Multi-step reaction with 3 steps

1: 81.5 percent / Me₃SiOSOCF₃ / CH₂Cl₂ / 3 h / 15 - 20 °C

2: 1.) BuNH₂ / 1.) MeOH, reflux, 19 h, 2.) MeOH-oxolane, 5 deg C, 2 h

3: 72 percent / ZnCl₂ / 18 h / 15 - 20 °C

With trimethyl((trifluoromethyl)sulfonyl)silane; N-butylamine; zinc(II) chloride; In dichloromethane;
DOI:10.1016/S0008-6215(00)81007-1