2-((2S)-2-tert-butoxycarbonylamino-1-hydroxy-3-methylbutyl)-3-phenylcyclopropenone 2,2-dimethyl-1,3-propanediyl acetal

Base Information

• Chemical Name: 2-((2S)-2-tert-butoxycarbonylamino-1-hydroxy-3-methylbutyl)-3-phenylcyclopropenone 2,2-dimethyl-1,3-propanediyl acetal
• CAS No.: 226413-52-1
• Molecular Formula: C₂₄H₃₅NO₅
• Molecular Weight: 417.546
• Mol file: 226413-52-1.mol

Synonyms:2-((2S)-2-tert-butoxycarbonylamino-1-hydroxy-3-methylbutyl)-3-phenylcyclopropenone 2,2-dimethyl-1,3-propanediyl acetal

Chemical Property of 2-((2S)-2-tert-butoxycarbonylamino-1-hydroxy-3-methylbutyl)-3-phenylcyclopropenone 2,2-dimethyl-1,3-propanediyl acetal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-((2S)-2-tert-butoxycarbonylamino-1-hydroxy-3-methylbutyl)-3-phenylcyclopropenone 2,2-dimethyl-1,3-propanediyl acetal

There total 9 articles about 2-((2S)-2-tert-butoxycarbonylamino-1-hydroxy-3-methylbutyl)-3-phenylcyclopropenone 2,2-dimethyl-1,3-propanediyl acetal 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: 72.0%

→ 2-((2S)-2-tert-butoxycarbonylamino-1-hydroxy-3-methylbutyl)-3-phenylcyclopropenone 2,2-dimethyl-1,3-propanediyl acetal (226413-52-1)

Guidance literature:

Reference yield:

t-Boc-L-valine (13734-41-3) + 2-phenylcyclopropenone 2,2-dimethyl-1,3-propanediyl acetal (122762-89-4) → 2-((2S)-2-tert-butoxycarbonylamino-1-hydroxy-3-methylbutyl)-3-phenylcyclopropenone 2,2-dimethyl-1,3-propanediyl acetal (226413-52-1)

Guidance literature:

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; Yield given. Multistep reaction; 1.) THF;

DOI:10.1021/ja00056a067

Reference yield:

[13C]-2-bromomethyl-2-(chlorobenzyl)-5,5-dimethyl-1,3-dioxane → 2-((2S)-2-tert-butoxycarbonylamino-1-hydroxy-3-methylbutyl)-3-phenylcyclopropenone 2,2-dimethyl-1,3-propanediyl acetal (226413-52-1)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium tert-butylate; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2: n-butyllithium

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; potassium tert-butylate; In tetrahydrofuran;

DOI:10.1002/pro.2260

upstream raw materials:

t-Boc-L-valine

2-phenylcyclopropenone 2,2-dimethyl-1,3-propanediyl acetal

(S)-N-tert-butoxycarbonylvalinal

[13C]-phenylacetone