(-)-(4S,5R,6S,7S)-4,5,6,7,8-pentakis-benzyloxy-2-methylidene-octanenitrile

Base Information

• Chemical Name: (-)-(4S,5R,6S,7S)-4,5,6,7,8-pentakis-benzyloxy-2-methylidene-octanenitrile
• CAS No.: 681826-48-2
• Molecular Formula: C₄₄H₄₅NO₅
• Molecular Weight: 667.845

Synonyms:(-)-(4S,5R,6S,7S)-4,5,6,7,8-pentakis-benzyloxy-2-methylidene-octanenitrile

Chemical Property of (-)-(4S,5R,6S,7S)-4,5,6,7,8-pentakis-benzyloxy-2-methylidene-octanenitrile

Chemical Property:

Purity/Quality:

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Technology Process of (-)-(4S,5R,6S,7S)-4,5,6,7,8-pentakis-benzyloxy-2-methylidene-octanenitrile

There total 1 articles about (-)-(4S,5R,6S,7S)-4,5,6,7,8-pentakis-benzyloxy-2-methylidene-octanenitrile 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: 58.0%

benzyl bromide (100-39-0) + (-)-(4S,5R,6S,7S)-4,5,6,7,8-pentahydroxy-2-methylidene-octanenitrile → (-)-(4S,5R,6S,7S)-4,5,6,7,8-pentakis-benzyloxy-2-methylidene-octanenitrile (681826-48-2)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1016/j.tet.2003.12.069

Reference yield:

(-)-(4S,5R,6S,7S)-4,5,6,7,8-pentakis-benzyloxy-2-methylidene-octanenitrile (681826-48-2) → (-)-(4S,5R,6S,7S)-4,5,6,7,8-pentakis-benzyloxy-2-methylidene-octanoic acid

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; ethylene glycol; at 110 ℃; for 216h;

DOI:10.1016/j.tet.2003.12.069

Reference yield:

(-)-(4S,5R,6S,7S)-4,5,6,7,8-pentakis-benzyloxy-2-methylidene-octanenitrile (681826-48-2) → (-)-(4S,5R,6S,7S)-4,5,6,7,8-pentakis-benzyloxy-2-methylidene-octanoic aci methyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH / tetrahydrofuran; ethane-1,2-diol; methanol / 216 h / 110 °C

2: dimethylformamide / 24 h / 20 °C

With sodium hydroxide; In tetrahydrofuran; methanol; ethylene glycol; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2003.12.069

upstream raw materials:

benzyl bromide

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