DL-BETA-HYDROXYNORVALINE

Base Information

• Chemical Name: DL-BETA-HYDROXYNORVALINE
• CAS No.: 34042-00-7
• Molecular Formula: C5H11NO3
• Molecular Weight: 133.15
• Mol file: 34042-00-7.mol

Synonyms:DL-BETA-HYDROXYNORVALINE;DL-3-HYDROXYNORVALINE;2-AMINO-3-HYDROXYPENTANOIC ACID;3-HYDROXY-2-AMINOPENTANOIC ACID;ALPHA-AMINO-BETA-HYDROXYVALERIC ACID;3-Hydroxynorvaline;β-Hydroxynorvaline;DL-B-HYDROXYNORVALINE

Chemical Property of DL-BETA-HYDROXYNORVALINE

Chemical Property:

• Vapor Pressure: 1.42E-05mmHg at 25°C
• Melting Point: 224-226oC
• Boiling Point: 328.4 °C at 760 mmHg
• Flash Point: 152.4 °C
• PSA: 83.55000
• Density: 1.237g/cm³
• LogP: -0.13050
• Storage Temp.: −20°C
• Solubility.: H2O: 0.1 g/mL, clear, colorless

Purity/Quality:

98% ^*data from raw suppliers

DL-3-Hydroxynorvaline ≥98% (TLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of DL-BETA-HYDROXYNORVALINE

There total 19 articles about DL-BETA-HYDROXYNORVALINE 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: 36.0%

2-amino-3-hydroxy-valeric acid (2280-42-4) → (+/-)-erythro-β-hydroxynorvaline (2076-43-9,2076-54-2,2280-42-4,10148-66-0,10148-67-1,34042-00-7,50730-79-5,87585-07-7,104531-21-7,127984-23-0) + (+/-)-threo-β-hydroxynorvaline (2076-43-9,2076-54-2,2280-42-4,10148-66-0,10148-67-1,34042-00-7,50730-79-5,87585-07-7,104531-21-7,127984-23-0)

Guidance literature:

DOI:10.1246/bcsj.58.2889

Reference yield: 36.0%

2-amino-3-hydroxy-valeric acid (2280-42-4) → (+/-)-erythro-β-hydroxynorvaline (2076-43-9,2076-54-2,2280-42-4,10148-66-0,10148-67-1,34042-00-7,50730-79-5,87585-07-7,104531-21-7,127984-23-0) + (+/-)-threo-β-hydroxynorvaline (2076-43-9,2076-54-2,2280-42-4,10148-66-0,10148-67-1,34042-00-7,50730-79-5,87585-07-7,104531-21-7,127984-23-0)

Guidance literature:

DOI:10.1246/bcsj.58.2889

Reference yield:

ethyl 2-(tert-butoxycarbonylamino)-3-oxo-pentanoate (1439368-22-5) → (2SR,3RS)-2-amino-3-hydroxypentanoic acid (34042-00-7) + (2SR,3SR)-2-amino-3-hydroxypentanoic acid (2076-43-9,2076-54-2,2280-42-4,10148-66-0,10148-67-1,34042-00-7,50730-79-5,87585-07-7,104531-21-7,127984-23-0)

Guidance literature:

ethyl 2-(tert-butoxycarbonylamino)-3-oxo-pentanoate; With sodium tetrahydroborate; In tetrahydrofuran; ethanol; at 0 - 20 ℃; for 1h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; ethanol; water; at 130 ℃; for 0.5h; Inert atmosphere;

upstream raw materials:

(+/-)-erythro-2-benzoylamino-3-hydroxy-valeric acid methyl ester

ethyl propanoylacetate

copper(II) glycinate

propionaldehyde

Downstream raw materials:

2-Benzyloxycarbonylamino-3-hydroxy-pentanoic acid

(+/-)-erythro-2-amino-3-hydroxy-valeric acid ethyl ester

erythro-(2S,3RS)-ethyl 2-amino-3-hydroxy-pentanoate

Refernces

• 1、 Pinto Gomes, Cristiano,Metz, Alexander,Bats, Jan W.,Gohlke, Holger,Goebel, Michael W.. "Modular solid-phase synthesis of teroxazoles as a class of α-helix mimetics". supporting information; experimental part. p. 3270 - 3277. Retrieved 2012/07/02.
• 2、 MIX. "Synthesis of aliphatic 2-amino-3-hydroxy acids and separation of their diastereoisomers with the aid of copper chelates.". . p. 41 - 48. Retrieved 2007/10/06.