threo-Pentononitrile, 4,5-dideoxy-4-methyl-2,3-O-(1-methylethylidene)- (9CI)

Base Information

• Chemical Name: threo-Pentononitrile, 4,5-dideoxy-4-methyl-2,3-O-(1-methylethylidene)- (9CI)
• CAS No.: 280766-33-8
• Molecular Formula: C₉H₁₅NO₂
• Molecular Weight: 169.224
• Mol file: 280766-33-8.mol

Synonyms:threo-Pentononitrile, 4,5-dideoxy-4-methyl-2,3-O-(1-methylethylidene)- (9CI)

Chemical Property of threo-Pentononitrile, 4,5-dideoxy-4-methyl-2,3-O-(1-methylethylidene)- (9CI)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of threo-Pentononitrile, 4,5-dideoxy-4-methyl-2,3-O-(1-methylethylidene)- (9CI)

There total 4 articles about threo-Pentononitrile, 4,5-dideoxy-4-methyl-2,3-O-(1-methylethylidene)- (9CI) 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:

2,2-dimethoxy-propane (77-76-9) + (S)-2,3-Dihydroxy-4-methyl-pentanenitrile → (4R,5S)-5-Isopropyl-2,2-dimethyl-[1,3]dioxolane-4-carbonitrile (280766-33-8) + (4S,5S)-5-Isopropyl-2,2-dimethyl-[1,3]dioxolane-4-carbonitrile (266329-41-3,266329-46-8,280766-33-8)

Guidance literature:

With toluene-4-sulfonic acid; In acetone; at 20 ℃; for 16h;

DOI:10.1055/s-2000-6259

Reference yield:

2,2-dimethoxy-propane (77-76-9) + (S)-2,3-Dihydroxy-4-methyl-pentanenitrile → (4R,5S)-5-Isopropyl-2,2-dimethyl-[1,3]dioxolane-4-carbonitrile (280766-33-8) + (4S,5S)-5-Isopropyl-2,2-dimethyl-[1,3]dioxolane-4-carbonitrile (266329-41-3,266329-46-8,280766-33-8)

Guidance literature:

With toluene-4-sulfonic acid; In acetone; at 20 ℃; for 16h;

DOI:10.1055/s-2000-6259

Reference yield:

(5S)-5-isopropyl-2,2-dimethyl-1,3-dioxolan-4-one (89104-23-4) → (4R,5S)-5-Isopropyl-2,2-dimethyl-[1,3]dioxolane-4-carbonitrile (280766-33-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: DIBAL-H / toluene / 2 h / -70 °C

1.2: KCN / toluene / 2 h / 25 °C

2.1: p-TsOH / acetone / 16 h / 20 °C

With diisobutylaluminium hydride; toluene-4-sulfonic acid; In acetone; toluene; 1.1: Metallation / 1.2: Substitution / 2.1: Etherification;

DOI:10.1055/s-2000-6259

upstream raw materials:

2,2-dimethoxy-propane

(5S)-5-isopropyl-2,2-dimethyl-1,3-dioxolan-4-one