L-Threonine tert-Butyl Ester Hydrochloride

Base Information

• Chemical Name: L-Threonine tert-Butyl Ester Hydrochloride
• CAS No.: 69320-90-7
• Molecular Formula: C₈H₁₇NO₃*ClH
• Molecular Weight: 211.689
• Hs Code.: 2922509090
• DSSTox Substance ID: DTXSID90700704
• Mol file: 69320-90-7.mol

Synonyms:L-Threonine tert-Butyl Ester Hydrochloride;SCHEMBL1825341;DTXSID90700704;FT-0698850;EN300-7429773;tert-Butyl threoninate--hydrogen chloride (1/1);A836430;tert-butyl 2-amino-3-hydroxybutanoate hydrochloride;tert-butyl 2-azanyl-3-oxidanyl-butanoate hydrochloride;Z3719029814;2-amino-3-hydroxybutanoic acid tert-butyl ester hydrochloride

Chemical Property of L-Threonine tert-Butyl Ester Hydrochloride

Chemical Property:

• Vapor Pressure: 0.000807mmHg at 25°C
• Refractive Index: -12 ° (C=1, MeOH)
• Boiling Point: 272.1oC at 760 mmHg
• Flash Point: 118.3oC
• PSA: 72.55000
• LogP: 1.53850
• Storage Temp.: -15°C
• Solubility.: soluble in Methanol
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 211.0975211
• Heavy Atom Count: 13
• Complexity: 162

Purity/Quality:

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

L-Threonine tert-butyl ester hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(C(=O)OC(C)(C)C)N)O.Cl
• Uses: L-Threonine tert-butyl ester is a protected form of L-Threonine (T405500). L-Threonine is an essential amino acid that is commonly used as a feed and food additive. L-Threonine is produced in mass quantities by mutant Escherichia coli strains for research and food nutrition purposes. L-Threonine can be naturally found in fish and poultry, and is incorporated in some important proteins in the human body (such as hemoglobin and insulin).

Technology Process of L-Threonine tert-Butyl Ester Hydrochloride

There total 1 articles about L-Threonine tert-Butyl Ester Hydrochloride 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:

tert-butyl (2S,3R)-2-(benzyloxycarbonyl)amino-3-hydroxybutanoate (72289-51-1) → L-threonine tert-butyl ester hydrochloride (69320-90-7)

Guidance literature:

tert-butyl (2S,3R)-2-(benzyloxycarbonyl)amino-3-hydroxybutanoate; With palladium on activated charcoal; hydrogen; In methanol;

With hydrogenchloride; In diethyl ether; water;

DOI:10.1021/acs.orglett.0c01642

Reference yield:

L-threonine tert-butyl ester hydrochloride (69320-90-7) → C40H44N2O11

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / tetrahydrofuran / 17 h / 20 °C

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 17 h / 20 °C

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1002/chem.201605578

Reference yield:

L-threonine tert-butyl ester hydrochloride (69320-90-7) → C22H37NO5Si (1202236-97-2)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 °C / Cooling with ice

2: 1H-imidazole / N,N-dimethyl-formamide / 18 h / 20 °C

With 1H-imidazole; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

upstream raw materials:

tert-butyl (2S,3R)-2-(benzyloxycarbonyl)amino-3-hydroxybutanoate

Downstream raw materials:

C₂₂H₃₇NO₅Si

Refernces