Ac-asp(otbu)-oh

Base Information

• Chemical Name: Ac-asp(otbu)-oh
• CAS No.: 117833-18-8
• Molecular Formula: C10H17NO5
• Molecular Weight: 231.249
• Mol file: 117833-18-8.mol

Synonyms:Ac-Asp-(OtBu)-OH;

Chemical Property of Ac-asp(otbu)-oh

Chemical Property:

• Melting Point: 163-164 °C
• Boiling Point: 449.609 °C at 760 mmHg
• PKA: 3.24±0.10(Predicted)
• Flash Point: 225.716 °C
• PSA: 92.70000
• Density: 1.168 g/cm³
• LogP: 0.69840
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

Acetyl-L-aspartic acid beta-tert-butyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: AC-Asp(OtBU)-OH is a useful research chemical.

Technology Process of Ac-asp(otbu)-oh

There total 3 articles about Ac-asp(otbu)-oh 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: 95.0%

acetic anhydride (108-24-7) + L-Asp(t-Bu) (3057-74-7) → Nα-acetyl-L-aspartic acid β-tert-butyl ester (117833-18-8)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 16h;

DOI:10.1021/ol051287d

Reference yield: 54.0%

L-Asp(t-Bu) (3057-74-7) + 4-nitrophenol acetate (830-03-5) → Nα-acetyl-L-aspartic acid β-tert-butyl ester (117833-18-8)

Guidance literature:

With triethylamine; In water; N,N-dimethyl-formamide; at 20 ℃; for 24h;

Reference yield:

Fmoc-(tBu)Asp-OH (71989-14-5) + acetic anhydride (108-24-7) → Nα-acetyl-L-aspartic acid β-tert-butyl ester (117833-18-8)

Guidance literature:

Fmoc-(tBu)Asp-OH; With N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; for 1.25h;

With piperidine; 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; for 0.25h;

acetic anhydride; Further stages;

upstream raw materials:

L-Asp(t-Bu)

4-nitrophenol acetate

acetic anhydride

Fmoc-(tBu)Asp-OH

Downstream raw materials:

4-(2-acetylamino-3-tert-butoxycarbonyl-propionylamino)-4-{1-[2-tert-butoxycarbonyl-1-(4-nitro-phenylcarbamoyl)-ethylcarbamoyl]-2-methyl-propylcarbamoyl}-butyric acid tert-butyl ester

(S)-3-{(S)-2-[(S)-2-((S)-2-Acetylamino-3-tert-butoxycarbonyl-propionylamino)-4-tert-butoxycarbonyl-butyrylamino]-3-methyl-butyrylamino}-4-oxo-4-phenyl-butyric acid methyl ester

(S)-3-{(S)-2-[(S)-2-((S)-2-Acetylamino-3-tert-butoxycarbonyl-propionylamino)-4-tert-butoxycarbonyl-butyrylamino]-3-methyl-butyrylamino}-4-oxo-5-phenyl-pentanoic acid methyl ester

N-α-acetyl-Asp-Glu-Val-Asp-p-nitroanilide

Refernces

• 1、 Goode, David R.,Sharma, Anil K.,Hergenrother, Paul J.. "Using peptidic inhibitors to systematically probe the S1′ site of caspase-3 and caspase-7". . p. 3529 - 3532. Retrieved 2007/10/03.