2-[(N,N'-benzyl-benzyloxycarbonyl)amino]ethyl O-[3-O-benzyl-4-(3-hydroxy-3-methylbutanamido)-4,6-dideoxy-2-O-methyl-R-D-glucopyranosyl]-(1→3)-2,4-di-O-benzyl-α-L-rhamnopyranoside

Base Information

Chemical Name:2-[(N,N'-benzyl-benzyloxycarbonyl)amino]ethyl O-[3-O-benzyl-4-(3-hydroxy-3-methylbutanamido)-4,6-dideoxy-2-O-methyl-R-D-glucopyranosyl]-(1→3)-2,4-di-O-benzyl-α-L-rhamnopyranoside
CAS No.:1314865-19-4
Molecular Formula:C₅₆H₆₈N₂O₁₂
Molecular Weight:961.162
Hs Code.:

2-[(N,N'-benzyl-benzyloxycarbonyl)amino]ethyl O-[3-O-benzyl-4-(3-hydroxy-3-methylbutanamido)-4,6-dideoxy-2-O-methyl-R-D-glucopyranosyl]-(1→3)-2,4-di-O-benzyl-α-L-rhamnopyranoside

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Chemical Property of 2-[(N,N'-benzyl-benzyloxycarbonyl)amino]ethyl O-[3-O-benzyl-4-(3-hydroxy-3-methylbutanamido)-4,6-dideoxy-2-O-methyl-R-D-glucopyranosyl]-(1→3)-2,4-di-O-benzyl-α-L-rhamnopyranoside

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Technology Process of 2-[(N,N'-benzyl-benzyloxycarbonyl)amino]ethyl O-[3-O-benzyl-4-(3-hydroxy-3-methylbutanamido)-4,6-dideoxy-2-O-methyl-R-D-glucopyranosyl]-(1→3)-2,4-di-O-benzyl-α-L-rhamnopyranoside

There total 9 articles about 2-[(N,N'-benzyl-benzyloxycarbonyl)amino]ethyl O-[3-O-benzyl-4-(3-hydroxy-3-methylbutanamido)-4,6-dideoxy-2-O-methyl-R-D-glucopyranosyl]-(1→3)-2,4-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:

: 625-08-1
3-Hydroxy-3-methylbutyric acid

: 1314865-20-7
C₅₁H₆₀N₂O₁₀

: 1314865-19-4
2-[(N,N'-benzyl-benzyloxycarbonyl)amino]ethyl O-[3-O-benzyl-4-(3-hydroxy-3-methylbutanamido)-4,6-dideoxy-2-O-methyl-R-D-glucopyranosyl]-(1→3)-2,4-di-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 18h; Inert atmosphere;
DOI:10.1021/jo200340q

Reference yield:

: 2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-D-glucopyranosyl trichloroacetimidate

: 1314865-19-4
2-[(N,N'-benzyl-benzyloxycarbonyl)amino]ethyl O-[3-O-benzyl-4-(3-hydroxy-3-methylbutanamido)-4,6-dideoxy-2-O-methyl-R-D-glucopyranosyl]-(1→3)-2,4-di-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 5 steps

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

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

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

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

5: benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 20 °C / Inert atmosphere

With sodium tetrahydroborate; nickel(II) chloride hexahydrate; trimethylsilyl trifluoromethanesulfonate; sodium methylate; sodium hydride; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/jo200340q

Reference yield:

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

: 1314865-19-4
2-[(N,N'-benzyl-benzyloxycarbonyl)amino]ethyl O-[3-O-benzyl-4-(3-hydroxy-3-methylbutanamido)-4,6-dideoxy-2-O-methyl-R-D-glucopyranosyl]-(1→3)-2,4-di-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1.1: di(n-butyl)tin oxide / methanol / 5 h / Reflux

1.2: 5 h

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

3.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 0.5 h / 0 °C

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

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

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

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

8.1: benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 20 °C / Inert atmosphere

With sodium tetrahydroborate; nickel(II) chloride hexahydrate; trimethylsilyl trifluoromethanesulfonate; sodium methylate; sodium hydride; di(n-butyl)tin oxide; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/jo200340q