(R)-(-)--(2R)-amino-(3S)-methyl-butyronitrile

Base Information

• Chemical Name: (R)-(-)--(2R)-amino-(3S)-methyl-butyronitrile
• CAS No.: 237395-55-0
• Molecular Formula: C₁₃H₁₈N₂OS
• Molecular Weight: 250.365
• Mol file: 237395-55-0.mol

Synonyms:(R)-(-)--(2R)-amino-(3S)-methyl-butyronitrile

Chemical Property of (R)-(-)--(2R)-amino-(3S)-methyl-butyronitrile

Chemical Property:

Purity/Quality:

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Technology Process of (R)-(-)--(2R)-amino-(3S)-methyl-butyronitrile

There total 3 articles about (R)-(-)--(2R)-amino-(3S)-methyl-butyronitrile 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:

(2S)-2-methyl-1-butanol (1565-80-6) → (R)-(-)--(2R)-amino-(3S)-methyl-butyronitrile (237395-55-0)

Guidance literature:

Multi-step reaction with 3 steps

1: TEMPO, KBr, NaOCl / CH₂Cl₂ / 0 - 20 °C

2: 1.) LiHMDS / 1.) THF, a) -78 deg C, 10 min, b) RT, 3.5 h, 2.) THF, -78 deg C

3: tetrahydrofuran / 1 h / -78 - 20 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; potassium bromide; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0957-4166(99)00118-4

Reference yield:

(S)-2-methylbutyraldehyde (1730-97-8) → (R)-(-)--(2R)-amino-(3S)-methyl-butyronitrile (237395-55-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) LiHMDS / 1.) THF, a) -78 deg C, 10 min, b) RT, 3.5 h, 2.) THF, -78 deg C

2: tetrahydrofuran / 1 h / -78 - 20 °C

With lithium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1016/S0957-4166(99)00118-4

Reference yield:

diethylaluminum cyanoisopropoxide + (R)-(-)-N-<(3S)-methyl-butylidene>-p-toluenesulfinamide → (R)-(-)--(2R)-amino-(3S)-methyl-butyronitrile (237395-55-0)

Guidance literature:

In tetrahydrofuran; at -78 - 20 ℃; for 1h; Yield given;

DOI:10.1016/S0957-4166(99)00118-4

upstream raw materials:

(2S)-2-methyl-1-butanol

(S)-2-methylbutyraldehyde

Downstream raw materials:

D-alloisoleucine