octyl 3,4,6-tri-O-benzyl-2-O-(2,3-di-O-benzyl-α-L-xylo-hexopyranosyl)-(1->2)-β-D-galactopyranoside

Base Information

Chemical Name:octyl 3,4,6-tri-O-benzyl-2-O-(2,3-di-O-benzyl-α-L-xylo-hexopyranosyl)-(1->2)-β-D-galactopyranoside
CAS No.:283587-77-9
Molecular Formula:C₅₅H₆₈O₉
Molecular Weight:873.14
Hs Code.:

Synonyms:octyl 3,4,6-tri-O-benzyl-2-O-(2,3-di-O-benzyl-α-L-xylo-hexopyranosyl)-(1->2)-β-D-galactopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of octyl 3,4,6-tri-O-benzyl-2-O-(2,3-di-O-benzyl-α-L-xylo-hexopyranosyl)-(1->2)-β-D-galactopyranoside

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of octyl 3,4,6-tri-O-benzyl-2-O-(2,3-di-O-benzyl-α-L-xylo-hexopyranosyl)-(1->2)-β-D-galactopyranoside

There total 13 articles about octyl 3,4,6-tri-O-benzyl-2-O-(2,3-di-O-benzyl-α-L-xylo-hexopyranosyl)-(1->2)-β-D-galactopyranoside 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: 66.0%

: 283587-76-8
Thiocarbonic acid O-[(2S,3R,4R,5S,6S)-4,5-bis-benzyloxy-6-((2R,3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-octyloxy-tetrahydro-pyran-3-yloxy)-2-methyl-tetrahydro-pyran-3-yl] ester O-pentafluorophenyl ester

: 283587-77-9
octyl 3,4,6-tri-O-benzyl-2-O-(2,3-di-O-benzyl-α-L-xylo-hexopyranosyl)-(1->2)-β-D-galactopyranoside

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; Heating;
DOI:10.1016/S0008-6215(00)00003-3

Reference yield:

: 111-87-5
octanol

: 283587-77-9
octyl 3,4,6-tri-O-benzyl-2-O-(2,3-di-O-benzyl-α-L-xylo-hexopyranosyl)-(1->2)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 74 percent / Hg(CN)2; molecular sieves 3 Angstroem; HgBr₂ / acetonitrile

2: 97 percent / NaOMe / methanol

3: 71 percent / DMTST; DTBMP; 4 Angstroem molecular sieves / CH₂Cl₂ / 4 h

4: 95 percent / NaOMe / methanol / 4 h / 20 °C

5: 98 percent / DMAP / CH₂Cl₂

6: 66 percent / AIBN; Bu₃SnH / toluene / Heating

With dmap; 2,6-di-tert-butyl-4-methylpyridine; 2,2'-azobis(isobutyronitrile); 3 A molecular sieve; 4 A molecular sieve; tri-n-butyl-tin hydride; sodium methylate; mercury(II) cyanide; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; mercury dibromide; In methanol; dichloromethane; toluene; acetonitrile; 1: Glycosylation / 2: Deacetylation / 3: Glycosylation / 4: Deacetylation / 5: Acylation / 6: Barton's radical deoxygenation;
DOI:10.1016/S0008-6215(00)00003-3

Reference yield:

: 127501-41-1
ethyl 2,3,4-tri-O-acetyl-1-thio-β-L-fucopyranoside

: 283587-77-9
octyl 3,4,6-tri-O-benzyl-2-O-(2,3-di-O-benzyl-α-L-xylo-hexopyranosyl)-(1->2)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 10 steps

1: NaOMe / methanol

2: camphorsulfonic acid

3: 93 percent / NaH / dimethylformamide

4: 84 percent / AcOH / 70 °C

5: 500 mg / Bu₄NHSO₄; NaOH / CH₂Cl₂; H₂O / 48 h / 20 °C

6: 89 percent / pyridine

7: 71 percent / DMTST; DTBMP; 4 Angstroem molecular sieves / CH₂Cl₂ / 4 h

8: 95 percent / NaOMe / methanol / 4 h / 20 °C

9: 98 percent / DMAP / CH₂Cl₂

10: 66 percent / AIBN; Bu₃SnH / toluene / Heating

With pyridine; dmap; sodium hydroxide; 2,6-di-tert-butyl-4-methylpyridine; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; camphor-10-sulfonic acid; tri-n-butyl-tin hydride; sodium methylate; tetra(n-butyl)ammonium hydrogensulfate; sodium hydride; acetic acid; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; 1: Deacetylation / 2: Cyclization / 3: Alkylation / 4: Hydrolysis / 5: Alkylation / 6: Acetylation / 7: Glycosylation / 8: Deacetylation / 9: Acylation / 10: Barton's radical deoxygenation;
DOI:10.1016/S0008-6215(00)00003-3