2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1<>4)-S-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1<>1)-(2R,3R,4E)-3-benzyloxy-2-dichloroacetamido-4-octadecen-1-thiol

Base Information

Chemical Name:2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1<*>4)-S-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1<*>1)-(2R,3R,4E)-3-benzyloxy-2-dichloroacetamido-4-octadecen-1-thiol
CAS No.:173067-94-2
Molecular Formula:C₅₃H₇₅Cl₂NO₂₀S
Molecular Weight:1149.15
Hs Code.:

2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1<*>4)-S-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1<*>1)-(2R,3R,4E)-3-benzyloxy-2-dichloroacetamido-4-octadecen-1-thiol

Synonyms:2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1<*>4)-S-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1<*>1)-(2R,3R,4E)-3-benzyloxy-2-dichloroacetamido-4-octadecen-1-thiol

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Chemical Property of 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1<*>4)-S-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1<*>1)-(2R,3R,4E)-3-benzyloxy-2-dichloroacetamido-4-octadecen-1-thiol

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Technology Process of 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1<*>4)-S-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1<*>1)-(2R,3R,4E)-3-benzyloxy-2-dichloroacetamido-4-octadecen-1-thiol

There total 8 articles about 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1<*>4)-S-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1<*>1)-(2R,3R,4E)-3-benzyloxy-2-dichloroacetamido-4-octadecen-1-thiol 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: 65.0%

: 20728-70-5
2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1<*>4)-2,3,6-tri-O-acetyl-1-S-acetyl-1-thio-β-D-glucopyranose

: 173067-92-0
Benzoic acid (E)-(R)-1-[(R)-1-(2,2-dichloro-acetylamino)-2-iodo-ethyl]-hexadec-2-enyl ester

: 173067-94-2
2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1<*>4)-S-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1<*>1)-(2R,3R,4E)-3-benzyloxy-2-dichloroacetamido-4-octadecen-1-thiol

Guidance literature:: With sodium acetate; In acetone; at 25 ℃; for 20h;
DOI:10.1016/0008-6215(95)00189-Z

Reference yield:

: 123-78-4
(2S,3R,4E)-2-amino-4-octadecene-1,3-diol

: 173067-94-2
2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1<*>4)-S-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1<*>1)-(2R,3R,4E)-3-benzyloxy-2-dichloroacetamido-4-octadecen-1-thiol

Guidance literature:: Multi-step reaction with 7 steps

1: N,N-diisopropylethylamine, aliquots / methanol; CH₂Cl₂

2: 95 percent / Et₃N, N,N-dimethylaminopyridine / CH₂Cl₂; tetrahydrofuran / 7 h / Ambient temperature

3: 96 percent / pyridine / Ambient temperature

4: 70 percent / tetrabutylammonium fluoride / tetrahydrofuran / 35 °C

5: 90 percent / pyridine / 0 °C

6: 94 percent / sodium iodide / acetone / 7 h / 60 °C

7: 65 percent / sodium acetate / acetone / 20 h / 25 °C

With pyridine; dmap; aliquots; tetrabutyl ammonium fluoride; sodium acetate; triethylamine; N-ethyl-N,N-diisopropylamine; sodium iodide; In tetrahydrofuran; methanol; dichloromethane; acetone;
DOI:10.1016/0008-6215(95)00189-Z

Reference yield:

: 80692-62-2
N-dichloroacetylsphingosine

: 173067-94-2
2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1<*>4)-S-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1<*>1)-(2R,3R,4E)-3-benzyloxy-2-dichloroacetamido-4-octadecen-1-thiol

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / Et₃N, N,N-dimethylaminopyridine / CH₂Cl₂; tetrahydrofuran / 7 h / Ambient temperature

2: 96 percent / pyridine / Ambient temperature

3: 70 percent / tetrabutylammonium fluoride / tetrahydrofuran / 35 °C

4: 90 percent / pyridine / 0 °C

5: 94 percent / sodium iodide / acetone / 7 h / 60 °C

6: 65 percent / sodium acetate / acetone / 20 h / 25 °C

With pyridine; dmap; tetrabutyl ammonium fluoride; sodium acetate; triethylamine; sodium iodide; In tetrahydrofuran; dichloromethane; acetone;
DOI:10.1016/0008-6215(95)00189-Z