2-[(N-benzyloxycarbonyl)amino]ethyl 3-O-(3-methoxy)-benzyl-α-L-rhamnopyranoside

Base Information

Chemical Name:2-[(N-benzyloxycarbonyl)amino]ethyl 3-O-(3-methoxy)-benzyl-α-L-rhamnopyranoside
CAS No.:1314865-13-8
Molecular Formula:C₂₄H₃₁NO₈
Molecular Weight:461.512
Hs Code.:

Synonyms:2-[(N-benzyloxycarbonyl)amino]ethyl 3-O-(3-methoxy)-benzyl-α-L-rhamnopyranoside

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Chemical Property of 2-[(N-benzyloxycarbonyl)amino]ethyl 3-O-(3-methoxy)-benzyl-α-L-rhamnopyranoside

Chemical Property:

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Technology Process of 2-[(N-benzyloxycarbonyl)amino]ethyl 3-O-(3-methoxy)-benzyl-α-L-rhamnopyranoside

There total 1 articles about 2-[(N-benzyloxycarbonyl)amino]ethyl 3-O-(3-methoxy)-benzyl-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: 54.0%

: 2-[(N-benzyloxycarbonyl)amino]ethyl L-rhamnopyranoside

: 874-98-6
1-bromomethyl-3-methoxybenzene

: 1314865-13-8
2-[(N-benzyloxycarbonyl)amino]ethyl 3-O-(3-methoxy)-benzyl-α-L-rhamnopyranoside

Guidance literature:: 2-[(N-benzyloxycarbonyl)amino]ethyl L-rhamnopyranoside; With di(n-butyl)tin oxide; In methanol; for 5h; Reflux;

1-bromomethyl-3-methoxybenzene; In N,N-dimethyl-formamide; for 5h;
DOI:10.1021/jo200340q

Reference yield: 64.0%

: 1314865-13-8
2-[(N-benzyloxycarbonyl)amino]ethyl 3-O-(3-methoxy)-benzyl-α-L-rhamnopyranoside

: 100-39-0
benzyl bromide

: 1314865-14-9
2-[(N,N'-benzyl-benzyloxycarbonyl)amino]ethyl 2,4-di-O-benzyl-3-O-(3-methoxy)benzyl-α-L-rhamnopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃;
DOI:10.1021/jo200340q

Reference yield:

: 1314865-13-8
2-[(N-benzyloxycarbonyl)amino]ethyl 3-O-(3-methoxy)-benzyl-α-L-rhamnopyranoside

: 1314865-20-7
C₅₁H₆₀N₂O₁₀

Guidance literature:: Multi-step reaction with 6 steps

1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C

2: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 0.5 h / 0 °C

3: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.5 h / -40 °C / Molecular sieve; Inert atmosphere

4: sodium methylate / methanol / 12 h / 20 °C

5: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 °C

6: sodium tetrahydroborate; nickel(II) chloride hexahydrate / ethanol; dichloromethane / 1 h / 20 °C

With sodium tetrahydroborate; nickel(II) chloride hexahydrate; trimethylsilyl trifluoromethanesulfonate; sodium methylate; sodium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/jo200340q