41088-86-2

Basic information

• Product Name: N-Boc-L-Homoserine
• Synonyms: N-[(1,1-Dimethylethoxy)carbonyl]-L-homoserine;N-Boc-L-homoserine;N-tert-Butoxycarbonyl-L-homoserine;Boc-Homoserine;N-T-BOC-L-HOMOSERINE;N-T-BUTOXYCARBONYL-L-HOMOSERINE;BOC-HSE-OH;BOC-HOMOSER-OH
• CAS NO: 41088-86-2
• Molecular Formula: C₉H₁₇NO₅
• Molecular Weight: 219.23
• Product Categories: Amino Acid Derivatives;Amino Acids & Derivatives
• Mol File: 41088-86-2.mol
• Article Data: 1

Chemical Properties

• Melting Point: 140°C(lit.)
• Boiling Point: 421.564 °C at 760 mmHg
• Flash Point: 208.754 °C
• Appearance: /
• Density: 1.205 g/cm³
• Refractive Index: 1.484
• Storage Temp.: −20°C
• PKA: 3.87±0.10(Predicted)
• CAS DataBase Reference: N-Boc-L-Homoserine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Boc-L-Homoserine(41088-86-2)
• EPA Substance Registry System: N-Boc-L-Homoserine(41088-86-2)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 41088-86-2(Hazardous Substances Data)

Usage

Uses

Protected L-Homoserine (H615010).

InChI:InChI=1/C9H17NO5/c1-9(2,3)15-8(14)10-6(4-5-11)7(12)13/h6,11H,4-5H2,1-3H3,(H,10,14)(H,12,13)/t6-/m0/s1

Upstream product

• 40856-59-5 tert-butyl (3S)-2-oxotetrahydrofuran-3-ylcarbamate 

Downstream Products

• 116393-76-1 N-tert-butyloxycarbonyl-O-tosyl-L-homoserine benzyl ester 
• 853947-75-8 4-[tris(N-tert-butyloxycarbonyl)cyclen]-2-N-tert-butyloxycarbonylaminobutanoic acid benzyl ester 
• 95656-97-6 benzyl 4-bromo-2-<(tert-butyloxy)carbonylamino>butanoate 
• 475150-38-0 2-(N-tert-butoxycarbonyl)amino-4-[O-[N-(2-chlorobenzyloxycarbonyl)-N-methyl]amino]hydroxybutanoic acid 
• 475150-37-9 allyl 2-(N-tert-butoxycarbonyl)amino-4-[O-[N-(2-chlorobenzyloxycarbonyl)-N-methyl]amino]hydroxybutanoate 
• 620590-46-7 2-(N-tert-butoxycarbonyl)-4-[N-(2-chlorobenzyloxycarbonyl)-N-methoxy]-2,4-diaminobutanoic acid 
• 264277-35-2 [3-hydroxy-1-(4-morpholin-4-yl-phenylcarbamoyl)-propyl]-carbamic acid tert-butyl ester 
• 264277-40-9 [1-(1-benzyl-piperidin-4-ylcarbamoyl)-3-hydroxy-propyl]-carbamic acid tert-butyl ester 
• 1374461-24-1 C₂₀H₂₆BrN₃O₃ 
• 1374460-68-0 C₂₀H₂₆BrNO₆ 
• 120042-11-7 methyl (S)-4-hydroxy-2-((tert-butoxy)carbonylamino)-butyrate 
• 59408-74-1 (S)-2-((tert-butoxy)carbonylamino)-4-(phenylmethoxy)butyric acid 
• 120042-09-3 methyl N-(tert-butoxycarbonyl)-O-tosyl-L-homoserinate 
• 81323-58-2 N-(tert-butyloxycarbonyl)-(S)-homoserine tert-butyl ester 

Relevant articles and documents

Using the 9-BBN group as a transient protective group for the functionalization of reactive chains of α-amino acids

Achieving chemoselectivity is a longstanding challenge in chemical synthesis. This problem has been addressed using different approaches, but a definitive solution is still pending. For instance, in peptide chemistry, particularly with amino acids containing side chains functionalities with reactivity patterns similar to the main functional groups, such as aspartic and glutamic acids, and lysine and ornithine, specific semi-permanent protecting groups have been employed. The use of 9-borabicyclo[3.3.1]nonane (9-BBN-H) as a transient protective group for the selective protection of α-amino acids, which allows the chemoselective manipulation of the functional groups embedded in the side chains of the molecule, is described.