57521-85-4

Basic information

• Product Name: BOC-D-NVA-OH
• Synonyms: BOC-D-NHCH[CH3(CH2)]-COOH;BOC-D-NORVALINE;N-ALPHA-T-BUTOXYCARBONYL-D-2-AMINO-PENTANOIC ACID;N-ALPHA-T-BUTOXYCARBONYL-D-NORVALINE;N-ALPHA-T-BOC-D-NORVALINE;(R)-2-(BOC-AMINO)PENTANOIC ACID;RARECHEM EM WB 0169;Cbz-D-Norvaline
• CAS NO: 57521-85-4
• Molecular Formula: C₁₀H₁₉NO₄
• Molecular Weight: 217.26
• Product Categories: Amino Acids
• Mol File: 57521-85-4.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 348.3 °C at 760 mmHg
• Flash Point: 164.4 °C
• Appearance: White/Powder
• Density: 1.081 g/cm³
• Storage Temp.: Store at RT.
• PKA: 4.02±0.20(Predicted)
• BRN: 5260625
• CAS DataBase Reference: BOC-D-NVA-OH(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-D-NVA-OH(57521-85-4)
• EPA Substance Registry System: BOC-D-NVA-OH(57521-85-4)

Safety Data

• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 57521-85-4(Hazardous Substances Data)

Usage

Chemical Properties

Clear colorless viscid liquid

Uses

BOC-D-NVA-OH is a chemical reagent used in the preparation of benzothiophene inhibitors of MK2. Also has been used to synthesize pyrrolidine diketopiperazines to inhibit melanoma

Upstream product

• 116611-55-3 (R)-tert-butyl (1-hydroxypentan-2-yl)carbamate 
• 116611-46-2 tert-butyl [(2R)-1-hydroxy-3-(tetrahydro-2H-pyran-2-yloxy)propan-2-yl]carbamate 
• 2013-12-9 D-norvaline 
• 24424-99-5 di-tert-butyl dicarbonate 
• 116611-63-3 methyl N-(tert-butoxycarbonyl)-O-(tetrahydro-2H-pyran-2-yl)-L-serinate 
• 116696-85-6 (2S)-2-t-butoxycarbonylamino-3-phenylsulfonyl-1-(2-tetrahydropyranyloxy)propane 
• 116611-49-5 ((S)-1-Hydroxymethyl-2-phenylsulfanyl-ethyl)-carbamic acid tert-butyl ester 
• 2766-43-0 N-tert-butyloxycarbonyl-L-serine methyl ester 
• 182495-17-6 ((R)-1-Hydroxymethyl-but-2-ynyl)-carbamic acid tert-butyl ester 
• 173065-20-8 1,1-dimethylethyl (4R)-2,2-dimethyl-4--3-oxazolidine carboxylate 
• 154079-55-7 [(R)-1-((R)-1,2-Dihydroxy-ethyl)-butyl]-carbamic acid tert-butyl ester 
• 138611-25-3 (2R,3R)-3-(α-phenylbenzylamino)-1,2-hexanediol 
• 116611-52-0 [(S)-2-Benzenesulfonyl-1-(tetrahydro-pyran-2-yloxymethyl)-butyl]-carbamic acid tert-butyl ester 
• 116611-61-1 ((S)-2-Benzenesulfonyl-1-hydroxymethyl-butyl)-carbamic acid tert-butyl ester 

Downstream Products

• 928025-41-6 (R)-1-benzyl-3-propylpiperazine 
• 136892-44-9 C₅H₁₂N₂O 
• 367268-60-8 C₁₀H₂₀N₂O₃ 

Relevant articles and documents

NOVEL COMPOUNDS

The present invention relates to compounds, compositions, combinations and medicaments containing said compounds and processes for their preparation. The invention also relates to the use of said compounds, combinations, compositions and medicaments, for example as modulators of alpha 1 antitrypsin and treating diseases associated with alpha antitrypsin, particularly liver diseases.

Synthesis of optically active β,γ-alkynylglycine derivatives

Full results on the first synthesis of optically active β,γ-alkynylglycine derivatives from naturally occurring L-serine are described. The methodology uses L-serinal as a key intermediate and allows great versatility in the introduction of N-protective groups and of alkyne substitution. The N-Boc protected β,γ-alkynylglycine derivatives described have ee greater than 90%.

A short enantioselective synthesis of N-Boc-α-amino acids from epoxy alcohols

A new and efficient enantioselective synthesis of Boc-α-amino acids has been developed. Starting from an enantiomerically enriched epoxy alcohol the sequence involves a regioselective nucleophilic epoxide opening by diphenylmethylamine (benzhydrilamine), hydrogenolysis/ protection of the amino group, and oxidation of the diol moiety.