(4R,5S)-4,5-Bis-benzyloxy-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-morpholin-4-yl-2-(3,4,5-trimethoxy-phenyl)-pentanenitrile

Base Information

Chemical Name:(4R,5S)-4,5-Bis-benzyloxy-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-morpholin-4-yl-2-(3,4,5-trimethoxy-phenyl)-pentanenitrile
CAS No.:436148-70-8
Molecular Formula:C₃₇H₄₆N₂O₈
Molecular Weight:646.781
Hs Code.:

Synonyms:(4R,5S)-4,5-Bis-benzyloxy-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-morpholin-4-yl-2-(3,4,5-trimethoxy-phenyl)-pentanenitrile

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Chemical Property of (4R,5S)-4,5-Bis-benzyloxy-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-morpholin-4-yl-2-(3,4,5-trimethoxy-phenyl)-pentanenitrile

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Technology Process of (4R,5S)-4,5-Bis-benzyloxy-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-morpholin-4-yl-2-(3,4,5-trimethoxy-phenyl)-pentanenitrile

There total 4 articles about (4R,5S)-4,5-Bis-benzyloxy-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-morpholin-4-yl-2-(3,4,5-trimethoxy-phenyl)-pentanenitrile 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:

: 68415-05-4
α-(3,4,5-trimethoxyphenyl)-α-morpholinoacetonitrile

: 436148-63-9
1-deoxy-1-iodo-2,3-di-O-benzyl-4,5-O-isopropylidene-D-arabinitol

: 436148-70-8
(4R,5S)-4,5-Bis-benzyloxy-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-morpholin-4-yl-2-(3,4,5-trimethoxy-phenyl)-pentanenitrile

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 27 ℃; for 1h;
DOI:10.1021/ol025794w

Reference yield:

: 106929-09-3
(2S,3R,4R)-2,3-dibenzyloxy-4,5-isopropylidenedioxypentanal

: 436148-70-8
(4R,5S)-4,5-Bis-benzyloxy-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-morpholin-4-yl-2-(3,4,5-trimethoxy-phenyl)-pentanenitrile

Guidance literature:: Multi-step reaction with 4 steps

1: 83 percent / sodium borohydride / methanol / 0.25 h / 0 °C

2: 80 percent / triethylamine; N,N-dimethylpyridin-4-amine / CHCl₃ / 24 h / 27 °C

3: 75 percent / sodium iodide; sodium hydrogen carbonate / acetone / 60 °C

4: sodium hydride / dimethylformamide / 1 h / 27 °C

With dmap; sodium tetrahydroborate; sodium hydride; sodium hydrogencarbonate; triethylamine; sodium iodide; In methanol; chloroform; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ol025794w

Reference yield:

: 121964-07-6
2,3-di-O-benzyl-4,5-O-isopropylidene-D-arabinitol

: 436148-70-8
(4R,5S)-4,5-Bis-benzyloxy-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-morpholin-4-yl-2-(3,4,5-trimethoxy-phenyl)-pentanenitrile

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / triethylamine; N,N-dimethylpyridin-4-amine / CHCl₃ / 24 h / 27 °C

2: 75 percent / sodium iodide; sodium hydrogen carbonate / acetone / 60 °C

3: sodium hydride / dimethylformamide / 1 h / 27 °C

With dmap; sodium hydride; sodium hydrogencarbonate; triethylamine; sodium iodide; In chloroform; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ol025794w