5-<(benzyloxycarbonyl)amino>pentyl 2-O-acetyl-4-O-benzoyl-α-L-rhamnopyranoside

Base Information

Chemical Name:5-<(benzyloxycarbonyl)amino>pentyl 2-O-acetyl-4-O-benzoyl-α-L-rhamnopyranoside
CAS No.:157001-43-9
Molecular Formula:C₂₈H₃₅NO₉
Molecular Weight:529.587
Hs Code.:

Synonyms:5-<(benzyloxycarbonyl)amino>pentyl 2-O-acetyl-4-O-benzoyl-α-L-rhamnopyranoside

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Chemical Property of 5-<(benzyloxycarbonyl)amino>pentyl 2-O-acetyl-4-O-benzoyl-α-L-rhamnopyranoside

Chemical Property:

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Technology Process of 5-<(benzyloxycarbonyl)amino>pentyl 2-O-acetyl-4-O-benzoyl-α-L-rhamnopyranoside

There total 8 articles about 5-<(benzyloxycarbonyl)amino>pentyl 2-O-acetyl-4-O-benzoyl-α-L-rhamnopyranoside 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:

: 87905-98-4
5-<(benzyloxycarbonyl)amino>pentanol

: 157001-43-9
5-<(benzyloxycarbonyl)amino>pentyl 2-O-acetyl-4-O-benzoyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 87 percent / mercuric cyanide, mercuric bromide / acetonitrile / 0.5 h / Ambient temperature

2: NaOMe / methanol / 24 h / Ambient temperature

3: CuSO₄, p-TsOH / 72 h / Ambient temperature

4: 82 percent / pyridine / 2 h / Ambient temperature

5: 73 percent / 80percent aq. AcOH / 1 h / 70 °C

6: 1.) p-TsOH, 2.) 80percent aq. AcOH / 1.) DMF, 50 deg C, 1 h, 2.) RT, 0.5 h

With pyridine; sodium methylate; mercury(II) cyanide; toluene-4-sulfonic acid; copper(II) sulfate; acetic acid; mercury dibromide; In methanol; acetonitrile;
DOI:10.1016/0008-6215(94)80062-6

Reference yield:

: 157001-39-3
5-<(benzyloxycarbonyl)amino>pentyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranoside

: 157001-43-9
5-<(benzyloxycarbonyl)amino>pentyl 2-O-acetyl-4-O-benzoyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: NaOMe / methanol / 24 h / Ambient temperature

2: CuSO₄, p-TsOH / 72 h / Ambient temperature

3: 82 percent / pyridine / 2 h / Ambient temperature

4: 73 percent / 80percent aq. AcOH / 1 h / 70 °C

5: 1.) p-TsOH, 2.) 80percent aq. AcOH / 1.) DMF, 50 deg C, 1 h, 2.) RT, 0.5 h

With pyridine; sodium methylate; toluene-4-sulfonic acid; copper(II) sulfate; acetic acid; In methanol;
DOI:10.1016/0008-6215(94)80062-6

Reference yield:

: 5158-64-5
2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl bromide

: 157001-43-9
5-<(benzyloxycarbonyl)amino>pentyl 2-O-acetyl-4-O-benzoyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 87 percent / mercuric cyanide, mercuric bromide / acetonitrile / 0.5 h / Ambient temperature

2: NaOMe / methanol / 24 h / Ambient temperature

3: CuSO₄, p-TsOH / 72 h / Ambient temperature

4: 82 percent / pyridine / 2 h / Ambient temperature

5: 73 percent / 80percent aq. AcOH / 1 h / 70 °C

6: 1.) p-TsOH, 2.) 80percent aq. AcOH / 1.) DMF, 50 deg C, 1 h, 2.) RT, 0.5 h

With pyridine; sodium methylate; mercury(II) cyanide; toluene-4-sulfonic acid; copper(II) sulfate; acetic acid; mercury dibromide; In methanol; acetonitrile;
DOI:10.1016/0008-6215(94)80062-6