Octadecanoic acid 2-((2R,3R,4S,5S,6S)-6-acetylsulfanylmethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxy)-1-octadecanoyloxymethyl-ethyl ester

Base Information

Chemical Name:Octadecanoic acid 2-((2R,3R,4S,5S,6S)-6-acetylsulfanylmethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxy)-1-octadecanoyloxymethyl-ethyl ester
CAS No.:289898-48-2
Molecular Formula:C₆₈H₁₀₆O₁₀S
Molecular Weight:1115.65
Hs Code.:

Octadecanoic acid 2-((2R,3R,4S,5S,6S)-6-acetylsulfanylmethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxy)-1-octadecanoyloxymethyl-ethyl ester

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Chemical Property of Octadecanoic acid 2-((2R,3R,4S,5S,6S)-6-acetylsulfanylmethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxy)-1-octadecanoyloxymethyl-ethyl ester

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Technology Process of Octadecanoic acid 2-((2R,3R,4S,5S,6S)-6-acetylsulfanylmethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxy)-1-octadecanoyloxymethyl-ethyl ester

There total 3 articles about Octadecanoic acid 2-((2R,3R,4S,5S,6S)-6-acetylsulfanylmethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxy)-1-octadecanoyloxymethyl-ethyl ester 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:

: 57-11-4
stearic acid

: 289898-47-1
Thioacetic acid S-[(2S,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-(2,3-dihydroxy-propoxy)-tetrahydro-pyran-2-ylmethyl] ester

: 760178-15-2
Octadecanoic acid 3-((2R,3R,4S,5S,6S)-6-acetylsulfanylmethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxy)-2-hydroxy-propyl ester

: 289898-48-2
Octadecanoic acid 2-((2R,3R,4S,5S,6S)-6-acetylsulfanylmethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxy)-1-octadecanoyloxymethyl-ethyl ester

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃;
DOI:10.1016/j.bmcl.2004.05.085

Reference yield:

: 89016-60-4
allyl 2,3,4-tri-O-benzyl-β-D-glucopyranoside

: 289898-48-2
Octadecanoic acid 2-((2R,3R,4S,5S,6S)-6-acetylsulfanylmethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxy)-1-octadecanoyloxymethyl-ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 89.8 percent / pyridine; DMAP / 20 °C

2: 86.1 percent / ethanol / Heating

3: 74.7 percent / aq. OsO₄; NMO / 2-methyl-propan-2-ol / 20 °C

4: EDCI; DMAP / CH₂Cl₂ / 20 °C

With pyridine; dmap; osmium(VIII) oxide; N-methyl-2-indolinone; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In ethanol; dichloromethane; tert-butyl alcohol;
DOI:10.1016/j.bmcl.2004.05.085

Reference yield:

: 267900-41-4
1-O-allyl-2,3,4-tri-O-benzyl-β-D-glucose 6-O-tosylate

: 289898-48-2
Octadecanoic acid 2-((2R,3R,4S,5S,6S)-6-acetylsulfanylmethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxy)-1-octadecanoyloxymethyl-ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 86.1 percent / ethanol / Heating

2: 74.7 percent / aq. OsO₄; NMO / 2-methyl-propan-2-ol / 20 °C

3: EDCI; DMAP / CH₂Cl₂ / 20 °C

With dmap; osmium(VIII) oxide; N-methyl-2-indolinone; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In ethanol; dichloromethane; tert-butyl alcohol;
DOI:10.1016/j.bmcl.2004.05.085