3,4,6-tri-O-acetyl-2-N-phthaloyl-β(1-2)-D-glucosaminyl-3-O-benzyl-(4,6)-benzylidene-β-D-mannopyranosyl p-octyloxyphenyl sulfoxide

Base Information

Chemical Name:3,4,6-tri-O-acetyl-2-N-phthaloyl-β(1-2)-D-glucosaminyl-3-O-benzyl-(4,6)-benzylidene-β-D-mannopyranosyl p-octyloxyphenyl sulfoxide
CAS No.:1242660-03-2
Molecular Formula:C₅₄H₆₁NO₁₆S
Molecular Weight:1012.14
Hs Code.:

Synonyms:3,4,6-tri-O-acetyl-2-N-phthaloyl-β(1-2)-D-glucosaminyl-3-O-benzyl-(4,6)-benzylidene-β-D-mannopyranosyl p-octyloxyphenyl sulfoxide

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Chemical Property of 3,4,6-tri-O-acetyl-2-N-phthaloyl-β(1-2)-D-glucosaminyl-3-O-benzyl-(4,6)-benzylidene-β-D-mannopyranosyl p-octyloxyphenyl sulfoxide

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Technology Process of 3,4,6-tri-O-acetyl-2-N-phthaloyl-β(1-2)-D-glucosaminyl-3-O-benzyl-(4,6)-benzylidene-β-D-mannopyranosyl p-octyloxyphenyl sulfoxide

There total 1 articles about 3,4,6-tri-O-acetyl-2-N-phthaloyl-β(1-2)-D-glucosaminyl-3-O-benzyl-(4,6)-benzylidene-β-D-mannopyranosyl p-octyloxyphenyl sulfoxide 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: 21.0%

: 916497-81-9
p-octyloxyphenyl 2-deoxy-2-phthalimido-3,4,6-tri-O-acetyl-1-thio-β-D-glucopyranoside

: p-octyloxyphenyl 3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl sulfoxide

: 1242660-03-2
3,4,6-tri-O-acetyl-2-N-phthaloyl-β(1-2)-D-glucosaminyl-3-O-benzyl-(4,6)-benzylidene-β-D-mannopyranosyl p-octyloxyphenyl sulfoxide

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at -50 ℃; for 2h; Molecular sieve;
DOI:10.1248/cpb.58.758

Reference yield: 92.0%

: 1242660-03-2
3,4,6-tri-O-acetyl-2-N-phthaloyl-β(1-2)-D-glucosaminyl-3-O-benzyl-(4,6)-benzylidene-β-D-mannopyranosyl p-octyloxyphenyl sulfoxide

: 1357000-49-7
p-octyloxyphenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthaloylamino-β-D-glucopyranosyl-(1->2)-3-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

Guidance literature:: With triphenylphosphine; In tetrachloromethane; acetonitrile; for 2h; Reflux;
DOI:10.3987/COM-11-12332

Reference yield:

: 1242660-03-2
3,4,6-tri-O-acetyl-2-N-phthaloyl-β(1-2)-D-glucosaminyl-3-O-benzyl-(4,6)-benzylidene-β-D-mannopyranosyl p-octyloxyphenyl sulfoxide

: 865488-96-6
2-(p-iodophenyl)ethyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->2)-3,4,6-tri-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-acetyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: triphenylphosphine / tetrachloromethane; acetonitrile / 2 h / Reflux

2: hydrazine hydrate / ethanol; water; toluene / 5 h / Reflux

3: pyridine / 5 h

4: acetic acid / tetrahydrofuran; water / 5 h / 55 °C

5: chloro-trimethyl-silane; lithium iodide / chloroform / 6 h / 0 - 20 °C

6: pyridine; dmap / 2 h / 0 - 20 °C

7: N-iodo-succinimide; trifluorormethanesulfonic acid / dichloromethane / 2.5 h / -50 °C / Molecular sieve

With pyridine; dmap; N-iodo-succinimide; chloro-trimethyl-silane; trifluorormethanesulfonic acid; hydrazine hydrate; acetic acid; triphenylphosphine; lithium iodide; In tetrahydrofuran; tetrachloromethane; ethanol; dichloromethane; chloroform; water; toluene; acetonitrile;
DOI:10.3987/COM-11-12332