2-[(N-benzyloxycarbonyl)amino]ethyl 2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranosyl-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside

Base Information

Chemical Name:2-[(N-benzyloxycarbonyl)amino]ethyl 2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranosyl-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside
CAS No.:1384442-73-2
Molecular Formula:C₅₀H₅₅NO₁₂
Molecular Weight:861.986
Hs Code.:

Synonyms:2-[(N-benzyloxycarbonyl)amino]ethyl 2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranosyl-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside

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Chemical Property of 2-[(N-benzyloxycarbonyl)amino]ethyl 2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranosyl-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside

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Technology Process of 2-[(N-benzyloxycarbonyl)amino]ethyl 2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranosyl-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside

There total 8 articles about 2-[(N-benzyloxycarbonyl)amino]ethyl 2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranosyl-(1->2)-3,4-di-O-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: 62.0%

: 1384442-72-1
2-[(N-benzyloxycarbonyl)amino]ethyl 2-O-benzoyl-4-O-benzyl-3-O-chloroacetyl-α-L-rhamnopyranosyl-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside

: 1384442-73-2
2-[(N-benzyloxycarbonyl)amino]ethyl 2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranosyl-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; thiourea; In tetrahydrofuran; at 55 ℃; for 12h;
DOI:10.1016/j.carres.2012.01.007

Reference yield:

: 1384442-76-5
2-methyl-5-tert-butylphenyl 2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4-O-benzyl-1-thio-α-L-rhamnopyranoside

: 1384442-73-2
2-[(N-benzyloxycarbonyl)amino]ethyl 2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranosyl-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: acetyl chloride / methanol; dichloromethane / 4 h / 20 °C

2: dmap; triethylamine / dichloromethane / 2 h / 0 - 20 °C

3: N-iodo-succinimide; silver trifluoromethanesulfonate / dichloromethane / 0.5 h / 20 °C / Molecular sieve; Inert atmosphere

4: tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; thiourea / tetrahydrofuran / 12 h / 55 °C

With dmap; N-iodo-succinimide; silver trifluoromethanesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; triethylamine; acetyl chloride; thiourea; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.carres.2012.01.007

Reference yield:

: 2-methyl-5-tert-butylphenyl 2,3,4-tri-O-acetyl-1-thio-L-rhamnopyranoside

: 1384442-73-2
2-[(N-benzyloxycarbonyl)amino]ethyl 2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranosyl-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium methylate / methanol / 1 h / 20 °C

2.1: camphor-10-sulfonic acid / acetonitrile / 12 h / 20 °C

2.2: 2 h / 0 - 20 °C

3.1: dmap; triethylamine / dichloromethane / 2 h / 0 - 20 °C

4.1: N-iodo-succinimide; silver trifluoromethanesulfonate / dichloromethane / 0.5 h / 20 °C / Molecular sieve; Inert atmosphere

5.1: tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; thiourea / tetrahydrofuran / 12 h / 55 °C

With dmap; N-iodo-succinimide; camphor-10-sulfonic acid; sodium methylate; silver trifluoromethanesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; triethylamine; thiourea; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1016/j.carres.2012.01.007