O-(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-benzoyloxy-2-octadecanamido-4-octadecene-1-thiol

Base Information

Chemical Name:O-(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-benzoyloxy-2-octadecanamido-4-octadecene-1-thiol
CAS No.:136591-22-5
Molecular Formula:C₆₉H₁₀₉NO₂₀S
Molecular Weight:1304.69
Hs Code.:

O-(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-benzoyloxy-2-octadecanamido-4-octadecene-1-thiol

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Chemical Property of O-(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-benzoyloxy-2-octadecanamido-4-octadecene-1-thiol

Chemical Property:

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Technology Process of O-(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-benzoyloxy-2-octadecanamido-4-octadecene-1-thiol

There total 7 articles about O-(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-benzoyloxy-2-octadecanamido-4-octadecene-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:

: 103348-50-1
(2S,3R,4E)-2-azido-3-benzoyloxy-4-octadecen-1-ol

: 136591-22-5
O-(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-benzoyloxy-2-octadecanamido-4-octadecene-1-thiol

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / Et₃N / CHCl₃ / 24 h / Ambient temperature

2: 2.) acetic anhydride, pyridine / 1.) DMF, 24 h, 40 deg C, 2.) overnight, r.t.

3: H₂S, pyridine / H₂O / 48 h / Ambient temperature

4: 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (WSC) / CH₂Cl₂ / 2 h / Ambient temperature

With pyridine; hydrogen sulfide; acetic anhydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; chloroform; water;
DOI:10.1016/S0008-6215(00)90529-9

Reference yield:

: 92052-38-5,106256-89-7,126736-02-5,130703-21-8,132287-70-8,132287-71-9,139403-73-9,106256-81-9
2,3,6,2',3',4',6'-hepta-O-acetyl-α-D-lactosyl trichloroacetimidate

: 136591-22-5
O-(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-benzoyloxy-2-octadecanamido-4-octadecene-1-thiol

Guidance literature:: Multi-step reaction with 5 steps

1: 75 percent / BF₃*Et₂O / CH₂Cl₂ / 2 h / Ambient temperature

2: NaOMe / methanol

3: 2.) acetic anhydride, pyridine / 1.) DMF, 24 h, 40 deg C, 2.) overnight, r.t.

4: H₂S, pyridine / H₂O / 48 h / Ambient temperature

5: 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (WSC) / CH₂Cl₂ / 2 h / Ambient temperature

With pyridine; boron trifluoride diethyl etherate; hydrogen sulfide; sodium methylate; acetic anhydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; dichloromethane; water;
DOI:10.1016/S0008-6215(00)90529-9

Reference yield:

: 130277-18-8
(2S,3R,4E)-2-azido-3-O-benzoyl-1-O-(p-tolylsulfonyl)-4-octadecene-1,3-diol

: 136591-22-5
O-(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-benzoyloxy-2-octadecanamido-4-octadecene-1-thiol

Guidance literature:: Multi-step reaction with 3 steps

1: 2.) acetic anhydride, pyridine / 1.) DMF, 24 h, 40 deg C, 2.) overnight, r.t.

2: H₂S, pyridine / H₂O / 48 h / Ambient temperature

3: 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (WSC) / CH₂Cl₂ / 2 h / Ambient temperature

With pyridine; hydrogen sulfide; acetic anhydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; water;
DOI:10.1016/S0008-6215(00)90529-9