Boc-(S)-3-Amino-4-(3-bromo-phenyl)-butyric acid

Base Information

• Chemical Name: Boc-(S)-3-Amino-4-(3-bromo-phenyl)-butyric acid
• CAS No.: 919988-44-6
• Molecular Formula: C15H20 Br N O4
• Molecular Weight: 358.232
• Mol file: 919988-44-6.mol

Synonyms:BOC-(S)-3-AMINO-4-(3-BROMO-PHENYL)-BUTYRIC ACID;4-(3-bromophenyl)-3-[(tert-butoxycarbonyl)amino]butanoic acid;Boc-3-Amino-4-(3-bromophenyl)butyricacid;

Chemical Property of Boc-(S)-3-Amino-4-(3-bromo-phenyl)-butyric acid

Chemical Property:

• PSA: 89.62000
• Density: 1.370
• LogP: 3.37670
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

4-(3-Bromophenyl)-3-((tert-butoxycarbonyl)amino)butanoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Boc-(S)-3-Amino-4-(3-bromo-phenyl)-butyric acid

There total 1 articles about Boc-(S)-3-Amino-4-(3-bromo-phenyl)-butyric acid 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: 56.0%

3-amino-4-(3-bromophenyl)butanoic acid (919988-42-4) + di-tert-butyl dicarbonate (24424-99-5) → 4-(3-bromophenyl)-3-[(tert-butoxycarbonyl)amino]butanoic acid (919988-44-6)

Guidance literature:

3-amino-4-(3-bromophenyl)butanoic acid; di-tert-butyl dicarbonate; With sodium hydroxide; In methanol; water; at 20 ℃; for 2h;

With hydrogenchloride; In methanol; water; pH=3;

Reference yield: 60.0%

methanol (67-56-1) + 4-(3-bromophenyl)-3-[(tert-butoxycarbonyl)amino]butanoic acid (919988-44-6) → methyl 4-(3-bromophenyl)-3-[(tert-butoxycarbonyl)amino]butanoate (919988-45-7)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; at 0 - 20 ℃; for 12h;

Reference yield:

4-(3-bromophenyl)-3-[(tert-butoxycarbonyl)amino]butanoic acid (919988-44-6) → methyl 4-(4'-(benzyloxy)-3'-{(2S)-2-{[(benzyloxy)carbonyl]amino}-3-oxo-3-[2-(trimethylsilyl)ethoxy]propyl}biphenyl-3-yl)-3-({(2S)-5-{[(benzyloxy)carbonyl]amino}-2-[(tert-butoxycarbonyl)amino]pentanoyl}amino)butanoate

Guidance literature:

Multi-step reaction with 4 steps

1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / 12 h / 0 - 20 °C

2: caesium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1-methyl-pyrrolidin-2-one; water / 6 h / 50 °C

3: hydrogenchloride / 1,4-dioxane / 3 h / 0 - 20 °C

4: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0 - 20 °C

With hydrogenchloride; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; HATU; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; water; N,N-dimethyl-formamide;

upstream raw materials:

3-amino-4-(3-bromophenyl)butanoic acid

di-tert-butyl dicarbonate

Downstream raw materials:

methyl 4-(3-bromophenyl)-3-[(tert-butoxycarbonyl)amino]butanoate

methyl [(8S,11S,14S)-17-(benzyloxy)-14-{[(benzyloxy)carbonyl]amino}-11-(3-{[(benzyloxy)carbonyl]amino}propyl)-10,13-dioxo-9,12-diazatricyclo[14.3.1.12,6]henicosa-1⁽²⁰⁾,2⁽²¹⁾,3,5,16,18-hexaen-8-yl]acetate

(2S)-3-[4-(benzyloxy)-3'-(2-{[(2S)-5-{[(benzyloxy)carbonyl]amino}-2-(tert-butoxycarbonylamino)pentanoyl]amino}-4-methoxy-4-oxobutyl)biphenyl-3-yl]-2-{[(benzyloxy)carbonyl]amino}propanoic acid

methyl 4-{4'-(benzyloxy)-3'-[(2S)-2-{[(benzyloxy)carbonyl]amino}-3-oxo-3-(pentafluorophenoxy)propyl]biphenyl-3-yl}-3-({(2S)-5-{[(benzyloxy)carbonyl]amino}-2-[(tert-butoxycarbonyl)amino]pentanoyl}amino)butanoate

Refernces