(2S,4S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-5-((1R,2R,4R,6R,7R)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.0^2,6]dec-4-yloxy)-pentanenitrile

Base Information

• Chemical Name: (2S,4S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-5-((1R,2R,4R,6R,7R)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.0^2,6]dec-4-yloxy)-pentanenitrile
• CAS No.: 197153-88-1
• Molecular Formula: C₃₉H₄₇NO₆
• Molecular Weight: 625.805
• Mol file: 197153-88-1.mol

Synonyms:

Chemical Property of (2S,4S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-5-((1R,2R,4R,6R,7R)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.0^2,6]dec-4-yloxy)-pentanenitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-5-((1R,2R,4R,6R,7R)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.0^2,6]dec-4-yloxy)-pentanenitrile

There total 5 articles about (2S,4S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-5-((1R,2R,4R,6R,7R)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.0^2,6]dec-4-yloxy)-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: 37.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + (S)-4-Hydroxy-2-hydroxymethyl-5-((1R,2R,4R,6R,7R)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.02,6]dec-4-yloxy)-pentanenitrile → (2S,4S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-5-((1R,2R,4R,6R,7R)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.02,6]dec-4-yloxy)-pentanenitrile (197153-88-1) + (2R,4S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-5-((1R,2R,4R,6R,7R)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.02,6]dec-4-yloxy)-pentanenitrile (197153-86-9)

Guidance literature:

In pyridine; dichloromethane; for 3h; Ambient temperature;

DOI:10.1007/bf00806859

Reference yield:

(2S,2'S-(2α,2'α,3aα,3a'α,4β,4'β,7β,7'β,7aα,7a'α))-2,2'-oxybis[octahydro-7,8,8-trimethyl-4,7-methanobenzofuran] (108031-80-7) → (2S,4S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-5-((1R,2R,4R,6R,7R)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.02,6]dec-4-yloxy)-pentanenitrile (197153-88-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 71 percent / Ph₃P*HBr / CH₂Cl₂ / 6 h

2: 77 percent / NaBH₄ / propan-2-ol / 3.5 h / Ambient temperature

3: 21 percent / CH₂Cl₂; pyridine / 3 h / Ambient temperature

With sodium tetrahydroborate; triphenylphosphine hydrobromide; In pyridine; dichloromethane; isopropyl alcohol;

DOI:10.1007/bf00806859

Reference yield:

(S)-5-Hydroxymethyl-2-oxo-tetrahydro-furan-3-carbonitrile (197153-74-5) → (2S,4S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-5-((1R,2R,4R,6R,7R)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.02,6]dec-4-yloxy)-pentanenitrile (197153-88-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 71 percent / Ph₃P*HBr / CH₂Cl₂ / 6 h

2: 77 percent / NaBH₄ / propan-2-ol / 3.5 h / Ambient temperature

3: 21 percent / CH₂Cl₂; pyridine / 3 h / Ambient temperature

With sodium tetrahydroborate; triphenylphosphine hydrobromide; In pyridine; dichloromethane; isopropyl alcohol;

DOI:10.1007/bf00806859

upstream raw materials:

4,4'-dimethoxytrityl chloride

(2S,2'S-(2α,2'α,3aα,3a'α,4β,4'β,7β,7'β,7aα,7a'α))-2,2'-oxybis[octahydro-7,8,8-trimethyl-4,7-methanobenzofuran]

(S)-5-Hydroxymethyl-2-oxo-tetrahydro-furan-3-carbonitrile

2-Cyano-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propionic acid methyl ester