(3R)-3,4-Dihydroxybutanenitrile

Base Information

• Chemical Name: (3R)-3,4-Dihydroxybutanenitrile
• CAS No.: 74923-98-1
• Molecular Formula: C₄H₇NO₂
• Molecular Weight: 101.105
• DSSTox Substance ID: DTXSID801303621
• Mol file: 74923-98-1.mol

Synonyms:(3R)-3,4-DIHYDROXYBUTANENITRILE;SCHEMBL7560829;DTXSID801303621;AKOS006273655;74923-98-1

Chemical Property of (3R)-3,4-Dihydroxybutanenitrile

Chemical Property:

• XLogP3: -1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 101.047678466
• Heavy Atom Count: 7
• Complexity: 82.9

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C(C#N)C(CO)O
• Isomeric SMILES: C(C#N)[C@H](CO)O

Technology Process of (3R)-3,4-Dihydroxybutanenitrile

There total 4 articles about (3R)-3,4-Dihydroxybutanenitrile 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: 90.0%

(R)-2,2-dimethyl-4-(cyanomethyl)-1,3-dioxolane (74923-97-0) → (R)-3,4-dihydroxybutanenitrile (74923-98-1,126577-60-4)

Guidance literature:

With hydrogenchloride; In methanol; 1.) 0 deg C, 2.) 7 deg C;

DOI:10.1021/ja00540a022

Reference yield: 40.0%

(R)-3-hydroxy-4-(4-methoxyphenoxy)butanenitrile (852805-30-2) → (R)-3,4-dihydroxybutanenitrile (74923-98-1,126577-60-4)

Guidance literature:

With ammonium cerium(IV) nitrate; In water; acetonitrile; for 0.166667h;

DOI:10.1016/j.tetasy.2005.02.015

Reference yield:

4-chloro-3-hydroxybutyronitrile (105-33-9,637-75-2) → (R)-3,4-dihydroxybutanenitrile (74923-98-1,126577-60-4) + (S)-4-chloro-3-hydroxy butyronitrile (127913-44-4,637-75-2)

Guidance literature:

With dipotassium hydrogenphosphate; disodium hydrogenphosphate; sodium dihydrogenphosphate; Pseudomonas sp. OS-K₂₉; magnesium sulfate; calcium carbonate; at 30 ℃; for 96h; Product distribution; resolution;

DOI:10.1016/0960-894X(96)00475-1

upstream raw materials:

(R)-2,2-dimethyl-4-(cyanomethyl)-1,3-dioxolane

4-chloro-3-hydroxybutyronitrile

(R)-3-hydroxy-4-(4-methoxyphenoxy)butanenitrile

(R)-3-Hydroxy-4-trityloxy-butyronitrile

Downstream raw materials:

(R)-3-hydroxy-4-(p-toluenesulfonyloxy)butyronitrile