2-azido-3,4-O-isopropylidene-1-O-(2,3,4-tri-O-benzyl-6-deoxy-6-[N-(5-dimethylaminonaphth-1-ylsulfonyl)amido]-α-D-galactopyranosyl)-D-ribo-octadecane-1,3,4-triol

Base Information

Chemical Name:2-azido-3,4-O-isopropylidene-1-O-(2,3,4-tri-O-benzyl-6-deoxy-6-[N-(5-dimethylaminonaphth-1-ylsulfonyl)amido]-α-D-galactopyranosyl)-D-ribo-octadecane-1,3,4-triol
CAS No.:1309598-26-2
Molecular Formula:C₆₀H₈₁N₅O₉S
Molecular Weight:1048.4
Hs Code.:

2-azido-3,4-O-isopropylidene-1-O-(2,3,4-tri-O-benzyl-6-deoxy-6-[N-(5-dimethylaminonaphth-1-ylsulfonyl)amido]-α-D-galactopyranosyl)-D-ribo-octadecane-1,3,4-triol

Synonyms:2-azido-3,4-O-isopropylidene-1-O-(2,3,4-tri-O-benzyl-6-deoxy-6-[N-(5-dimethylaminonaphth-1-ylsulfonyl)amido]-α-D-galactopyranosyl)-D-ribo-octadecane-1,3,4-triol

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Chemical Property of 2-azido-3,4-O-isopropylidene-1-O-(2,3,4-tri-O-benzyl-6-deoxy-6-[N-(5-dimethylaminonaphth-1-ylsulfonyl)amido]-α-D-galactopyranosyl)-D-ribo-octadecane-1,3,4-triol

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Technology Process of 2-azido-3,4-O-isopropylidene-1-O-(2,3,4-tri-O-benzyl-6-deoxy-6-[N-(5-dimethylaminonaphth-1-ylsulfonyl)amido]-α-D-galactopyranosyl)-D-ribo-octadecane-1,3,4-triol

There total 10 articles about 2-azido-3,4-O-isopropylidene-1-O-(2,3,4-tri-O-benzyl-6-deoxy-6-[N-(5-dimethylaminonaphth-1-ylsulfonyl)amido]-α-D-galactopyranosyl)-D-ribo-octadecane-1,3,4-triol 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:

: 1309598-49-9
2-azido-3,4-O-isopropylidene-1-O-(2,3,4-tri-O-benzyl-6-deoxy-6-[N-(5-dimethylaminonaphth-1-ylsulfonyl)acetamido]-α-D-galactopyranosyl)-D-ribo-octadecane-1,3,4-triol

: 1309598-26-2
2-azido-3,4-O-isopropylidene-1-O-(2,3,4-tri-O-benzyl-6-deoxy-6-[N-(5-dimethylaminonaphth-1-ylsulfonyl)amido]-α-D-galactopyranosyl)-D-ribo-octadecane-1,3,4-triol

Guidance literature:: With methanol; sodium methylate; In dichloromethane; at 20 ℃; for 72h; pH=9; Inert atmosphere;
DOI:10.1016/j.carres.2011.02.014

Reference yield:

: Trifluoro-methanesulfonic acid (R)-1-((4R,5R)-2,2-dimethyl-5-tetradecyl-[1,3]dioxolan-4-yl)-2-trityloxy-ethyl ester

: 1309598-26-2
2-azido-3,4-O-isopropylidene-1-O-(2,3,4-tri-O-benzyl-6-deoxy-6-[N-(5-dimethylaminonaphth-1-ylsulfonyl)amido]-α-D-galactopyranosyl)-D-ribo-octadecane-1,3,4-triol

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium azide / dichloromethane; N,N-dimethyl-formamide / -15 - 20 °C / Inert atmosphere

2.1: triethylsilane; trifluoroacetic acid / dichloromethane / 0 °C / Inert atmosphere

2.2: 0.02 h / 0 °C / Inert atmosphere

3.1: tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine / benzene / 0.25 h / 70 °C / Molecular sieve; Inert atmosphere

3.2: 20 h / 70 °C / Inert atmosphere

4.1: methanol; sodium methylate / dichloromethane / 72 h / 20 °C / pH 9 / Inert atmosphere

With methanol; triethylsilane; sodium azide; sodium methylate; tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/j.carres.2011.02.014

Reference yield:

: C₄₁H₄₃IN₂O₇S

: 1309598-26-2
2-azido-3,4-O-isopropylidene-1-O-(2,3,4-tri-O-benzyl-6-deoxy-6-[N-(5-dimethylaminonaphth-1-ylsulfonyl)amido]-α-D-galactopyranosyl)-D-ribo-octadecane-1,3,4-triol

Guidance literature:: Multi-step reaction with 2 steps

1.1: tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine / benzene / 0.25 h / 70 °C / Molecular sieve; Inert atmosphere

1.2: 20 h / 70 °C / Inert atmosphere

2.1: methanol; sodium methylate / dichloromethane / 72 h / 20 °C / pH 9 / Inert atmosphere

With methanol; sodium methylate; tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; In dichloromethane; benzene;
DOI:10.1016/j.carres.2011.02.014