Tert-butyl (S)1-formyl-3-methylbutylcarbamate

Base Information

• Chemical Name: Tert-butyl (S)1-formyl-3-methylbutylcarbamate
• CAS No.: 58521-45-2
• Molecular Formula: C11H21NO3
• Molecular Weight: 215.293
• Hs Code.: 2924199090
• Mol file: 58521-45-2.mol

Synonyms:Tert-butyl (S)1-formyl-3-methylbutylcarbamate

Chemical Property of Tert-butyl (S)1-formyl-3-methylbutylcarbamate

Chemical Property:

• Boiling Point: 295.5±23.0 °C(Predicted)
• PKA: 11.43±0.46(Predicted)
• PSA: 58.89000
• Density: 0.976±0.06 g/cm3(Predicted)
• LogP: 2.32910

Purity/Quality:

98%min ^*data from raw suppliers

Tert-butyl(S)1-formyl-3-methylbutylcarbamate 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Tert-butyl (S)1-formyl-3-methylbutylcarbamate

There total 42 articles about Tert-butyl (S)1-formyl-3-methylbutylcarbamate 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: 100.0%

N-tert-butoxycarbonyl-L-leucine methyl ester (63096-02-6) → tert-butoxycarbonyl-L-leucinal (58521-45-2)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at -78 ℃; for 1h;

Reference yield: 100.0%

(S)-(1-hydroxymethyl-3-methylbutyl)carbamic acid tert-butyl ester (82010-31-9) → tert-butoxycarbonyl-L-leucinal (58521-45-2)

Guidance literature:

(S)-(1-hydroxymethyl-3-methylbutyl)carbamic acid tert-butyl ester; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 1h;

With triethylamine; In dichloromethane; at -78 - 20 ℃;

DOI:10.1055/s-0034-1380740

Reference yield: 99.0%

dichloromethane (75-09-2) + (S)-(1-hydroxymethyl-3-methylbutyl)carbamic acid tert-butyl ester (82010-31-9) + triethylamine (121-44-8) → tert-butoxycarbonyl-L-leucinal (58521-45-2)

Guidance literature:

In dimethyl sulfoxide;

upstream raw materials:

N-tert-butoxycarbonyl-L-leucine methyl ester

N-tert-butoxycarbonyl-L-leucine

N-(tert-butoxycarbonyl)-L-leucine-N'-methoxy-N'-methylamide

(S)-(1-hydroxymethyl-3-methylbutyl)carbamic acid tert-butyl ester

Downstream raw materials:

N-tert-butoxycarbonyl-L-leucyl-L-methioninamide

(2S,6R,1'S)-2-[1-(fluorenylmethoxycarbonylamino)-3'-methylbutyl]-6-(hydroxymethyl)tetrahydropyran

(R)-2-[(S)-2-{[(2R,6S)-6-((S)-1-{(R)-2-[(S)-2-Benzyloxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoylamino}-3-methyl-butyl)-tetrahydro-pyran-2-carbonyl]-amino}-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoic acid methyl ester

(2R,4RS,5S)-2-benzyl-1-(benzyloxy)-5-<(tert-butyloxycarbonyl)amino>-7-methyloctan-4-ol

Refernces

• 1、 Griebenow, Nils,Cumine, Florimond,Dilmac, Alicia M.. "Investigations on the [2,3]-Wittig Rearrangement of Chiral 4-Aminopropargyloxy Acetates to Novel α-Hydroxy-γ-amino Acids Containing an Allene Unit". . p. 1702 - 1704. Retrieved 2015.
• 2、 Fray,Kaye,Kleinman. "A short, stereoselective synthesis of the lactone precursor to 2R,4S,5S hydroxyethylene dipeptide isosteres". . p. 4828 - 4833. Retrieved 1986.
• 3、 Mokotoff, Michael,Ren, Kaijun,Wong, Lan K.,LeFever, Ann V.,Lee, Ping C.. "Synthesis and Biological Evaluation of Novel Potent Antagonists of the Bombesin/Gastrin Releasing Peptide Receptor". . p. 4696 - 4703. Retrieved 1992.
• 4、 Kobayashi, Kazuya,Otani, Takuya,Ijiri, Saki,Kawasaki, Yuki,Matsubara, Hiroki,Miyagi, Takahiro,Kitajima, Taishi,Iseki, Risa,Ishizawa, Katsuyasu,Shindo, Naoka,Okawa, Kouta,Ueda, Kouta,Ando, Syun,Kawakita, Momoka,Hattori, Yasunao,Akaji, Kenichi. "Structure–activity relationship study of hydroxyethylamine isostere and P1′ site structure of peptide mimetic BACE1 inhibitors". . . Retrieved 2021/10/27.
• 5、 Pacifico, Salvatore,Ferretti, Valeria,Albanese, Valentina,Fantinati, Anna,Gallerani, Eleonora,Nicoli, Francesco,Gavioli, Riccardo,Zamberlan, Francesco,Preti, Delia,Marastoni, Mauro. "Synthesis and biological activity of peptide α-ketoamide derivatives as proteasome inhibitors". . p. 1086 - 1092. Retrieved 2019/08/01.