(E)-2-[(2R,3R,6S)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-3-methyl-tetrahydro-pyran-2-yl]-3-[(1S,2S,3R)-2-((S)-cyano-methyl-methyl)-3-methyl-cyclohexyl]-acrylic acid methyl ester

Base Information

• Chemical Name: (E)-2-[(2R,3R,6S)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-3-methyl-tetrahydro-pyran-2-yl]-3-[(1S,2S,3R)-2-((S)-cyano-methyl-methyl)-3-methyl-cyclohexyl]-acrylic acid methyl ester
• CAS No.: 130517-72-5
• Molecular Formula: C₂₇H₄₇NO₄Si
• Molecular Weight: 477.76
• Mol file: 130517-72-5.mol

Synonyms:

Chemical Property of (E)-2-[(2R,3R,6S)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-3-methyl-tetrahydro-pyran-2-yl]-3-[(1S,2S,3R)-2-((S)-cyano-methyl-methyl)-3-methyl-cyclohexyl]-acrylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-2-[(2R,3R,6S)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-3-methyl-tetrahydro-pyran-2-yl]-3-[(1S,2S,3R)-2-((S)-cyano-methyl-methyl)-3-methyl-cyclohexyl]-acrylic acid methyl ester

There total 5 articles about (E)-2-[(2R,3R,6S)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-3-methyl-tetrahydro-pyran-2-yl]-3-[(1S,2S,3R)-2-((S)-cyano-methyl-methyl)-3-methyl-cyclohexyl]-acrylic acid methyl ester 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:

(S)-2-[(1R,2S,6R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-6-methyl-cyclohexyl]-propionitrile (130607-96-4) → (E)-2-[(2R,3R,6S)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-3-methyl-tetrahydro-pyran-2-yl]-3-[(1S,2S,3R)-2-((S)-cyano-methyl-methyl)-3-methyl-cyclohexyl]-acrylic acid methyl ester (130517-72-5)

Guidance literature:

Multi-step reaction with 5 steps

1: HF / acetonitrile; H₂O

2: Swern oxidation

3: 1.) lithium diisopropylamide / 1.) THF, -100 deg C, 15 min, 2.) 15 min

4: 4-dimethylaminopyridine, pyridine / 24 h / Ambient temperature

5: DBU / 20 h / Ambient temperature

With pyridine; dmap; hydrogen fluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium diisopropyl amide; In water; acetonitrile;

DOI:10.1248/cpb.38.1784

Reference yield:

(S)-2-((1R,2S,6R)-2-Hydroxymethyl-6-methyl-cyclohexyl)-propionitrile (148766-02-3) → (E)-2-[(2R,3R,6S)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-3-methyl-tetrahydro-pyran-2-yl]-3-[(1S,2S,3R)-2-((S)-cyano-methyl-methyl)-3-methyl-cyclohexyl]-acrylic acid methyl ester (130517-72-5)

Guidance literature:

Multi-step reaction with 4 steps

1: Swern oxidation

2: 1.) lithium diisopropylamide / 1.) THF, -100 deg C, 15 min, 2.) 15 min

3: 4-dimethylaminopyridine, pyridine / 24 h / Ambient temperature

4: DBU / 20 h / Ambient temperature

With pyridine; dmap; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium diisopropyl amide;

DOI:10.1248/cpb.38.1784

Reference yield:

(S)-2-((1R,2S,6R)-2-Formyl-6-methyl-cyclohexyl)-propionitrile (130517-70-3) → (E)-2-[(2R,3R,6S)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-3-methyl-tetrahydro-pyran-2-yl]-3-[(1S,2S,3R)-2-((S)-cyano-methyl-methyl)-3-methyl-cyclohexyl]-acrylic acid methyl ester (130517-72-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) lithium diisopropylamide / 1.) THF, -100 deg C, 15 min, 2.) 15 min

2: 4-dimethylaminopyridine, pyridine / 24 h / Ambient temperature

3: DBU / 20 h / Ambient temperature

With pyridine; dmap; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium diisopropyl amide;

DOI:10.1248/cpb.38.1784

upstream raw materials:

(S)-2-((1R,2S,6R)-2-Hydroxymethyl-6-methyl-cyclohexyl)-propionitrile

(S)-2-((1R,2S,6R)-2-Formyl-6-methyl-cyclohexyl)-propionitrile

(S)-2-[(1R,2S,6R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-6-methyl-cyclohexyl]-propionitrile

2-[(2R,3R,6S)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-3-methyl-tetrahydro-pyran-2-yl]-3-[(1S,2R,3R)-2-((S)-cyano-methyl-methyl)-3-methyl-cyclohexyl]-3-hydroxy-propionic acid methyl ester

Downstream raw materials:

(Z)-2-[(2R,3R,6S)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-3-methyl-tetrahydro-pyran-2-yl]-3-[(1S,2S,3R)-2-((S)-cyano-methyl-methyl)-3-methyl-cyclohexyl]-acrylic acid methyl ester