2-(R)-adamantan-1-yl-(S)-(2-hydroxy-1-phenylethylamino)acetonitrile

Base Information

• Chemical Name: 2-(R)-adamantan-1-yl-(S)-(2-hydroxy-1-phenylethylamino)acetonitrile
• CAS No.: 1564266-13-2
• Molecular Formula: C₂₀H₂₆N₂O
• Molecular Weight: 310.439
• Mol file: 1564266-13-2.mol

Synonyms:2-(R)-adamantan-1-yl-(S)-(2-hydroxy-1-phenylethylamino)acetonitrile

Chemical Property of 2-(R)-adamantan-1-yl-(S)-(2-hydroxy-1-phenylethylamino)acetonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(R)-adamantan-1-yl-(S)-(2-hydroxy-1-phenylethylamino)acetonitrile

There total 1 articles about 2-(R)-adamantan-1-yl-(S)-(2-hydroxy-1-phenylethylamino)acetonitrile 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: 61.0%

sodium cyanide (773837-37-9) + 1-Adamantanecarbaldehyde (2094-74-8) + (2S)-2-phenylglycinol (20989-17-7) → 2-(R)-adamantan-1-yl-(S)-(2-hydroxy-1-phenylethylamino)acetonitrile (1564266-13-2)

Guidance literature:

With sodium hydrogensulfite; at 0 - 60 ℃;

DOI:10.1016/j.bmc.2013.12.061

Reference yield: 77.0%

2-(R)-adamantan-1-yl-(S)-(2-hydroxy-1-phenylethylamino)acetonitrile (1564266-13-2) → 2-(R)-adamantan-1-yl-(S)-(2-hydroxy-1-phenylethylamino)acetic acid hydrochloride (1564266-18-7)

Guidance literature:

With hydrogenchloride; water; In acetic acid; at 80 ℃;

DOI:10.1016/j.bmc.2013.12.061

Reference yield:

2-(R)-adamantan-1-yl-(S)-(2-hydroxy-1-phenylethylamino)acetonitrile (1564266-13-2) → N-tert-butoxycarbonyl-2-(3-hydroxy-1-adamantyl)-D-glycine (1334321-39-9)

Guidance literature:

Multi-step reaction with 4 steps

1: hydrogenchloride; water / acetic acid / 80 °C

3: triethylamine / methanol

4: potassium permanganate; potassium hydroxide / 90 °C

With hydrogenchloride; potassium permanganate; water; triethylamine; potassium hydroxide; In methanol; acetic acid;

DOI:10.1016/j.bmc.2013.12.061

upstream raw materials:

sodium cyanide

1-Adamantanecarbaldehyde

(2S)-2-phenylglycinol

Downstream raw materials:

2-(R)-adamantan-1-yl-(S)-(2-hydroxy-1-phenylethylamino)acetic acid hydrochloride

(R)-3-hydroxyadamantylglycine-L-trans-4,5-methanoprolinenitrile

N-tert-butoxycarbonyl-2-(3-hydroxy-1-adamantyl)-D-glycine