H-SER(TBU)-OTBU

Base Information

• Chemical Name: H-SER(TBU)-OTBU
• CAS No.: 48067-24-9
• Molecular Formula: C11H23 N O3
• Molecular Weight: 217.309
• Hs Code.: 29214900
• Mol file: 48067-24-9.mol

Synonyms:Alanine,3-tert-butoxy-, tert-butyl ester (7CI); (S)-2-Amino-3-tert-butoxypropionic acidtert-butyl ester; O-tert-Butyl-L-serine tert-butyl ester

Chemical Property of H-SER(TBU)-OTBU

Chemical Property:

• Vapor Pressure: 0.0031mmHg at 25°C
• Boiling Point: 283.8oC at 760 mmHg
• PKA: 6.11±0.33(Predicted)
• Flash Point: 81.3oC
• PSA: 61.55000
• Density: 0.969g/cm3
• LogP: 2.17080
• Storage Temp.: -15°C

Purity/Quality:

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

O-tert-Butyl-L-serine t-butyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of H-SER(TBU)-OTBU

There total 7 articles about H-SER(TBU)-OTBU 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: 83.0%

acetic acid tert-butyl ester (540-88-5) + L-serin (56-45-1,83245-15-2) → O-tert-butyl L-serine tert-butyl ester (48067-24-9)

Guidance literature:

acetic acid tert-butyl ester; L-serin; With perchloric acid; at 0 - 20 ℃; for 12h; Inert atmosphere;

With hydrogenchloride; In water; Inert atmosphere;

With potassium carbonate; In water; pH=9; Inert atmosphere;

DOI:10.1080/14786419.2011.613385

Reference yield: 35.0%

L-serin (56-45-1,83245-15-2) + tert-butyl methyl ether (1634-04-4) → O-tert-butyl L-serine tert-butyl ester (48067-24-9)

Guidance literature:

With sulfuric acid; at 25 ℃; for 2h; chemoselective reaction; Molecular sieve;

DOI:10.1016/j.tetlet.2011.11.108

Reference yield:

O-(1,1-dimethylethyl)-N-[(phenylmethoxy)carbonyl]-L-serine 1,1-dimethylethyl ester (58455-98-4) → O-tert-butyl L-serine tert-butyl ester (48067-24-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1021/ja00885a020

upstream raw materials:

O-(1,1-dimethylethyl)-N-[(phenylmethoxy)carbonyl]-L-serine 1,1-dimethylethyl ester

L-serin

isobutene

N-(benzyloxycarbonyl)-L-serine

Downstream raw materials:

(S)-2-((S)-2-tert-Butoxy-1-tert-butoxycarbonyl-ethylcarbamoyl)-pyrrolidine-1-carboxylic acid benzyl ester

(2S)-3-tert-butoxy-2-[(2R)-2-mercapto-3-phenyl-propionylamino]-propionic acid tert-butyl ester

(2S)-3-tert-butoxy-2-[(2S)-2-mercapto-3-phenyl-propionylamino]-propionic acid tert-butyl ester

C₁₉H₃₀N₂O₆

Refernces

• 1、 Kaur, Arshpreet,Poonam,Patil, Madhuri T.,Mehta, Surinder K.,Salunke, Deepak B.. "An efficient and scalable synthesis of potent TLR2 agonistic PAM2CSK4". . p. 9587 - 9596. Retrieved 2018/03/23.
• 2、 Souto, Alba,Montaos, Marcos A.,Balado, Miguel,Osorio, Carlos R.,Rodríguez, Jaime,Lemos, Manuel L.,Jiménez, Carlos. "Synthesis and antibacterial activity of conjugates between norfloxacin and analogues of the siderophore vanchrobactin". . p. 295 - 302. Retrieved 2013/02/22.