methyl 2-deoxy-2-C-(octyn-1-yl)-3,4,5,7-tetra-O-benzyl-α-D-arabino-hept-2-enoseptanoside

Base Information

Chemical Name:methyl 2-deoxy-2-C-(octyn-1-yl)-3,4,5,7-tetra-O-benzyl-α-D-arabino-hept-2-enoseptanoside
CAS No.:1383956-22-6
Molecular Formula:C₄₄H₅₀O₆
Molecular Weight:674.877
Hs Code.:

Synonyms:methyl 2-deoxy-2-C-(octyn-1-yl)-3,4,5,7-tetra-O-benzyl-α-D-arabino-hept-2-enoseptanoside

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Chemical Property of methyl 2-deoxy-2-C-(octyn-1-yl)-3,4,5,7-tetra-O-benzyl-α-D-arabino-hept-2-enoseptanoside

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Technology Process of methyl 2-deoxy-2-C-(octyn-1-yl)-3,4,5,7-tetra-O-benzyl-α-D-arabino-hept-2-enoseptanoside

There total 2 articles about methyl 2-deoxy-2-C-(octyn-1-yl)-3,4,5,7-tetra-O-benzyl-α-D-arabino-hept-2-enoseptanoside 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: 68.0%

: 946416-33-7
methyl 2-bromo-2-deoxy-3,4,5,7-tetra-O-benzyl-α-D-arabino-hept-2-enoseptanoside

: 629-05-0
n-octyne

: 1383956-22-6
methyl 2-deoxy-2-C-(octyn-1-yl)-3,4,5,7-tetra-O-benzyl-α-D-arabino-hept-2-enoseptanoside

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; at 98 ℃; for 72h; Inert atmosphere;
DOI:10.3762/bjoc.8.59

Reference yield:

: 946416-32-6
1,5-anhydro-2,3,4,6-tetra-O-benzyl-1,2-C-(dibromomethylene)-α-D-glycero-D-galacto-hexitol

: 1383956-22-6
methyl 2-deoxy-2-C-(octyn-1-yl)-3,4,5,7-tetra-O-benzyl-α-D-arabino-hept-2-enoseptanoside

Guidance literature:: Multi-step reaction with 2 steps

1: toluene / 8 h / Reflux

2: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran; N,N-dimethyl-formamide / 72 h / 98 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; 2: Sonogashira coupling;
DOI:10.3762/bjoc.8.59