4-[2-(benzyloxycarbonylamino)ethyl]phenyl 2,4-di-O-methyl-3-O-{4-O-benzyl-2-O-methyl-3-O-[4-O-acetyl-2-O-methyl-3-O-(2,3,6-tri-O-benzyl-4-O-methyl-α-D-mannopyranosyl)-α-L-fucopyranosyl]-α-L-rhamnopyranosyl}-α-L-rhamnopyranoside

Base Information

Chemical Name:4-[2-(benzyloxycarbonylamino)ethyl]phenyl 2,4-di-O-methyl-3-O-{4-O-benzyl-2-O-methyl-3-O-[4-O-acetyl-2-O-methyl-3-O-(2,3,6-tri-O-benzyl-4-O-methyl-α-D-mannopyranosyl)-α-L-fucopyranosyl]-α-L-rhamnopyranosyl}-α-L-rhamnopyranoside
CAS No.:176167-61-6
Molecular Formula:C₇₅H₉₃NO₂₁
Molecular Weight:1344.56
Hs Code.:

4-[2-(benzyloxycarbonylamino)ethyl]phenyl 2,4-di-O-methyl-3-O-{4-O-benzyl-2-O-methyl-3-O-[4-O-acetyl-2-O-methyl-3-O-(2,3,6-tri-O-benzyl-4-O-methyl-α-D-mannopyranosyl)-α-L-fucopyranosyl]-α-L-rhamnopyranosyl}-α-L-rhamnopyranoside

Synonyms:4-[2-(benzyloxycarbonylamino)ethyl]phenyl 2,4-di-O-methyl-3-O-{4-O-benzyl-2-O-methyl-3-O-[4-O-acetyl-2-O-methyl-3-O-(2,3,6-tri-O-benzyl-4-O-methyl-α-D-mannopyranosyl)-α-L-fucopyranosyl]-α-L-rhamnopyranosyl}-α-L-rhamnopyranoside

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Chemical Property of 4-[2-(benzyloxycarbonylamino)ethyl]phenyl 2,4-di-O-methyl-3-O-{4-O-benzyl-2-O-methyl-3-O-[4-O-acetyl-2-O-methyl-3-O-(2,3,6-tri-O-benzyl-4-O-methyl-α-D-mannopyranosyl)-α-L-fucopyranosyl]-α-L-rhamnopyranosyl}-α-L-rhamnopyranoside

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Technology Process of 4-[2-(benzyloxycarbonylamino)ethyl]phenyl 2,4-di-O-methyl-3-O-{4-O-benzyl-2-O-methyl-3-O-[4-O-acetyl-2-O-methyl-3-O-(2,3,6-tri-O-benzyl-4-O-methyl-α-D-mannopyranosyl)-α-L-fucopyranosyl]-α-L-rhamnopyranosyl}-α-L-rhamnopyranoside

There total 7 articles about 4-[2-(benzyloxycarbonylamino)ethyl]phenyl 2,4-di-O-methyl-3-O-{4-O-benzyl-2-O-methyl-3-O-[4-O-acetyl-2-O-methyl-3-O-(2,3,6-tri-O-benzyl-4-O-methyl-α-D-mannopyranosyl)-α-L-fucopyranosyl]-α-L-rhamnopyranosyl}-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: 60.0%

: 146399-72-6
4-<2-(benzyloxycarbonylamino)ethyl>phenyl 2,4-di-O-methyl-3-O-<4-O-benzyl-2-O-methyl-3-O-(4-O-acetyl-2-O-methyl-α-L-fucopyranosyl)-α-L-rhamnopyranosyl>-α-L-rhamnopyranoside

: 176167-50-3
ethyl 2,3,6-tri-O-benzyl-4-O-methyl-1-thio-α-D-mannopyranoside

: 4-[2-(benzyloxycarbonylamino)ethyl]phenyl 2,4-di-O-methyl-3-O-{4-O-benzyl-2-O-methyl-3-O-[4-O-acetyl-2-O-methyl-3-O-(2,3,6-tri-O-benzyl-4-O-methyl-β-D-mannopyranosyl)-α-L-fucopyranosyl]-α-L-rhamnopyranosyl}-α-L-rhamnopyranoside

: 176167-61-6
4-[2-(benzyloxycarbonylamino)ethyl]phenyl 2,4-di-O-methyl-3-O-{4-O-benzyl-2-O-methyl-3-O-[4-O-acetyl-2-O-methyl-3-O-(2,3,6-tri-O-benzyl-4-O-methyl-α-D-mannopyranosyl)-α-L-fucopyranosyl]-α-L-rhamnopyranosyl}-α-L-rhamnopyranoside

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; In diethyl ether; 1,2-dichloro-ethane; at 0 ℃; for 0.25h;
DOI:10.1016/0040-4020(96)00034-8

Reference yield:

: 100-39-0
benzyl bromide

: 176167-61-6
4-[2-(benzyloxycarbonylamino)ethyl]phenyl 2,4-di-O-methyl-3-O-{4-O-benzyl-2-O-methyl-3-O-[4-O-acetyl-2-O-methyl-3-O-(2,3,6-tri-O-benzyl-4-O-methyl-α-D-mannopyranosyl)-α-L-fucopyranosyl]-α-L-rhamnopyranosyl}-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) dibutyltin oxide, 2.) cesium fluoride / 1.) methanol, reflux, 1 h, 2.) DMF, RT, 18 h

2: 95 percent / NaH / dimethylformamide / 1 h / Ambient temperature

3: 89 percent / acetic acid / H₂O / 17 h / 50 °C

4: 88 percent / NaH / dimethylformamide / 1.5 h / Ambient temperature

5: 60 percent / NIS, TfOH, molecular sieves 4 Angstroem / 1,2-dichloro-ethane; diethyl ether / 0.25 h / 0 °C

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; sodium hydride; di(n-butyl)tin oxide; acetic acid; cesium fluoride; In diethyl ether; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/0040-4020(96)00034-8

Reference yield:

: 151669-30-6
ethyl 2,3-di-O-isopropylidene-1-thio-α-D-mannopyranoside

: 176167-61-6
4-[2-(benzyloxycarbonylamino)ethyl]phenyl 2,4-di-O-methyl-3-O-{4-O-benzyl-2-O-methyl-3-O-[4-O-acetyl-2-O-methyl-3-O-(2,3,6-tri-O-benzyl-4-O-methyl-α-D-mannopyranosyl)-α-L-fucopyranosyl]-α-L-rhamnopyranosyl}-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) dibutyltin oxide, 2.) cesium fluoride / 1.) methanol, reflux, 1 h, 2.) DMF, RT, 18 h

2: 95 percent / NaH / dimethylformamide / 1 h / Ambient temperature

3: 89 percent / acetic acid / H₂O / 17 h / 50 °C

4: 88 percent / NaH / dimethylformamide / 1.5 h / Ambient temperature

5: 60 percent / NIS, TfOH, molecular sieves 4 Angstroem / 1,2-dichloro-ethane; diethyl ether / 0.25 h / 0 °C

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; sodium hydride; di(n-butyl)tin oxide; acetic acid; cesium fluoride; In diethyl ether; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/0040-4020(96)00034-8