4-<2-(benzyloxycarbonylamino)ethyl>phenyl 2,4-di-O-methyl-3-O-<4-O-benzyl-2-O-methyl-3-O-(4-O-acetyl-3-O-(p-methoxybenzyl)-2-O-methyl-β-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-3-O-(p-methoxybenzyl)-2-O-methyl-β-L-fucopyranosyl)-α-L-rhamnopyranosyl>-α-L-rhamnopyranoside
CAS No.:146399-69-1
Molecular Formula:C₅₅H₇₁NO₁₇
Molecular Weight:1018.17
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-3-O-(p-methoxybenzyl)-2-O-methyl-β-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-3-O-(p-methoxybenzyl)-2-O-methyl-β-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-3-O-(p-methoxybenzyl)-2-O-methyl-β-L-fucopyranosyl)-α-L-rhamnopyranosyl>-α-L-rhamnopyranoside

There total 15 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-3-O-(p-methoxybenzyl)-2-O-methyl-β-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:

: 146399-63-5
ethyl 4-O-acetyl-3-O-(p-methoxybenzyl)-2-O-methyl-1-thio-β-L-fucopyranoside

: 146399-67-9
4-<2-(benzyloxycarbonylamino)ethyl>phenyl 3-O-(4-O-benzyl-2-O-methyl-α-L-rhamnopyranosyl)-2,4-di-O-methyl-α-L-rhamnopyranoside

: 146399-68-0
4-<2-(benzyloxycarbonylamino)ethyl>phenyl 2,4-di-O-methyl-3-O-<4-O-benzyl-2-O-methyl-3-O-(4-O-acetyl-3-O-(p-methoxybenzyl)-2-O-methyl-α-L-fucopyranosyl)-α-L-rhamnopyranosyl>-α-L-rhamnopyranoside

: 146399-69-1
4-<2-(benzyloxycarbonylamino)ethyl>phenyl 2,4-di-O-methyl-3-O-<4-O-benzyl-2-O-methyl-3-O-(4-O-acetyl-3-O-(p-methoxybenzyl)-2-O-methyl-β-L-fucopyranosyl)-α-L-rhamnopyranosyl>-α-L-rhamnopyranoside

Guidance literature:: With iodonium di(2,4,6-trimethylpyridine) perchlorate; MS 4 Angstroem; In diethyl ether; 1,2-dichloro-ethane; for 2h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
DOI:10.1016/S0040-4020(01)89043-8

Reference yield:

: 146399-66-8
4-<2-(benzyloxycarbonylamino)ethyl>phenyl 2,4-di-O-methyl-α-L-rhamnopyranoside

: 146399-82-8,146399-83-9
phenyl 3-O-(4-O-acetyl-3-O-(p-methoxybenzyl)-2-O-methyl-α/β-L-fucopyranosyl)-4-O-benzyl-2-O-methyl-1-thio-α-L-rhamnopyranoside

: 146399-68-0
4-<2-(benzyloxycarbonylamino)ethyl>phenyl 2,4-di-O-methyl-3-O-<4-O-benzyl-2-O-methyl-3-O-(4-O-acetyl-3-O-(p-methoxybenzyl)-2-O-methyl-α-L-fucopyranosyl)-α-L-rhamnopyranosyl>-α-L-rhamnopyranoside

: 146399-69-1
4-<2-(benzyloxycarbonylamino)ethyl>phenyl 2,4-di-O-methyl-3-O-<4-O-benzyl-2-O-methyl-3-O-(4-O-acetyl-3-O-(p-methoxybenzyl)-2-O-methyl-β-L-fucopyranosyl)-α-L-rhamnopyranosyl>-α-L-rhamnopyranoside

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; MS 4 Angstroem; In diethyl ether; 1,2-dichloro-ethane; at -30 ℃; for 0.75h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
DOI:10.1016/S0040-4020(01)89043-8

Reference yield:

: 51-67-2
tyrosamine

: 146399-69-1
4-<2-(benzyloxycarbonylamino)ethyl>phenyl 2,4-di-O-methyl-3-O-<4-O-benzyl-2-O-methyl-3-O-(4-O-acetyl-3-O-(p-methoxybenzyl)-2-O-methyl-β-L-fucopyranosyl)-α-L-rhamnopyranosyl>-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 2N NaOH / H₂O / 18 h

2: 370 mg / NIS, TfOH, MS 4 Angstroem / 1,2-dichloro-ethane; diethyl ether / 0.5 h / 20 °C

3: 304 mg / t-BuOK / methanol / 1 h

4: 575 mg / NIS, TfOH, MS 4 Angstroem / 1,2-dichloro-ethane; diethyl ether / 0.25 h / -30 °C

5: 93 percent / t-BuOK / methanol / 4 h

6: NIS, TfOH, MS 4 Angstroem / 1,2-dichloro-ethane; diethyl ether / 1 h / -40 °C

With sodium hydroxide; N-iodo-succinimide; trifluorormethanesulfonic acid; MS 4 Angstroem; potassium tert-butylate; In methanol; diethyl ether; water; 1,2-dichloro-ethane;
DOI:10.1016/S0040-4020(01)89043-8