tert-butyl (2R,3R,αR)--2-hydroxy-2-methylbutyrate

Base Information

• Chemical Name: tert-butyl (2R,3R,αR)--2-hydroxy-2-methylbutyrate
• CAS No.: 161453-15-2
• Molecular Formula: C₂₄H₃₃NO₃
• Molecular Weight: 383.531
• Mol file: 161453-15-2.mol

Synonyms:tert-butyl (2R,3R,αR)--2-hydroxy-2-methylbutyrate

Chemical Property of tert-butyl (2R,3R,αR)--2-hydroxy-2-methylbutyrate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (2R,3R,αR)--2-hydroxy-2-methylbutyrate

There total 2 articles about tert-butyl (2R,3R,αR)--2-hydroxy-2-methylbutyrate 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: 48.0%

(R)-N-benzyl-1-phenylethylamine (38235-77-7) + methyl-2 butene-2 oate de t-butyle-E (86254-85-5) → tert-butyl (2R,3R,αR)--2-hydroxy-2-methylbutyrate (161453-15-2) + (2S,3R,αR)-tert-butyl 2-hydroxy-2-methyl-3-(N-benzyl-N-α-methylbenzylamino)butanoate

Guidance literature:

(R)-N-benzyl-1-phenylethylamine; methyl-2 butene-2 oate de t-butyle-E; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 2h;

With (1R)-(-)-(10-camphorsulfonyl)oxaziridine; In tetrahydrofuran; at -78 - 20 ℃; for 12h;

DOI:10.1016/S0957-4166(02)00406-8

Reference yield:

methyl-2 butene-2 oate de t-butyle-E (86254-85-5) + lithium benzyl-(R)-1-phenylethylamide → tert-butyl (2R,3R,αR)--2-hydroxy-2-methylbutyrate (161453-15-2)

Guidance literature:

With (+)-(2S,8aS)-(camphorylsulfonyl)oxaziridine; Yield given. Multistep reaction; 1) toluene, -78 deg C, 1 h, -30 deg C (3 h); 2) THF, toluene, -78 deg C (5 min), -78 --> room temperature, overnight;

Reference yield: 92.0%

tert-butyl (2R,3R,αR)--2-hydroxy-2-methylbutyrate (161453-15-2) → (2R,3R,αR)-2-hydroxy-2-methyl-3-(N-benzyl-N-α-methylbenzylamino)butanol (487042-25-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at -78 - 20 ℃; for 24h;

DOI:10.1016/S0957-4166(02)00406-8

upstream raw materials:

methyl-2 butene-2 oate de t-butyle-E

(R)-N-benzyl-1-phenylethylamine

Downstream raw materials:

(2R,3R,αR)-2-hydroxy-2-methyl-3-(N-benzyl-N-α-methylbenzylamino)butanol