2-[(N-benzyloxycarbonyl)amino]ethyl 2,4-di-O-acetyl-3-O-allyl-α-L-rhamnopyranosyl-(1->3)-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 2,4-di-O-acetyl-3-O-allyl-α-L-rhamnopyranosyl-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranosyl-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside
CAS No.:1384443-01-9
Molecular Formula:C₆₃H₇₃NO₁₈
Molecular Weight:1132.27
Hs Code.:

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

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

There total 7 articles about 2-[(N-benzyloxycarbonyl)amino]ethyl 2,4-di-O-acetyl-3-O-allyl-α-L-rhamnopyranosyl-(1->3)-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: 99.0%

: 1384442-97-0
2,4-di-O-acetyl-3-O-allyl-α-L-rhamnopyranosyl trichloroacetimidate

: 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

: 1384443-01-9
2-[(N-benzyloxycarbonyl)amino]ethyl 2,4-di-O-acetyl-3-O-allyl-α-L-rhamnopyranosyl-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranosyl-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 0.5h; Molecular sieve; Inert atmosphere;
DOI:10.1016/j.carres.2012.01.007

Reference yield:

: 1384442-63-0
2-methyl-5-tert-butylphenyl 1-thio-L-rhamnopyranoside

: 1384443-01-9
2-[(N-benzyloxycarbonyl)amino]ethyl 2,4-di-O-acetyl-3-O-allyl-α-L-rhamnopyranosyl-(1->3)-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: camphor-10-sulfonic acid / acetonitrile / 12 h / 20 °C

1.2: 2 h / 0 - 20 °C

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

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

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

5.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.5 h / 0 °C / Molecular sieve; Inert atmosphere

With dmap; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; silver trifluoromethanesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; triethylamine; thiourea; In tetrahydrofuran; dichloromethane; acetonitrile;
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

: 1384443-01-9
2-[(N-benzyloxycarbonyl)amino]ethyl 2,4-di-O-acetyl-3-O-allyl-α-L-rhamnopyranosyl-(1->3)-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 10 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: sodium methylate / methanol / 1 h / 20 °C

4.1: di(n-butyl)tin oxide / methanol / 6 h / Reflux; Inert atmosphere

4.2: 48 h / 90 °C

5.1: pyridine / 12 h / 0 - 20 °C

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

7.1: sodium methylate / methanol / 20 °C

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

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

10.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.5 h / 0 °C / Molecular sieve; Inert atmosphere

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