• Name

  Boc-L-Threonine

• EINECS 219-987-6
• CAS No. 2592-18-9
• Article Data98
• CAS DataBase
• Density 1.202 g/cm³
• Solubility
• Melting Point 80-82 °C(lit.)
• Formula C₉H₁₇NO₅
• Boiling Point 387.1 °C at 760 mmHg
• Molecular Weight 219.238
• Flash Point 187.9 °C
• Transport Information
• Appearance White amorphous powder
• Safety 24/25-36-26
• Risk Codes 20/21/22-36/37/38
• Molecular Structure
• Hazard Symbols Xn
• Synonyms Threonine,N-carboxy-, N-tert-butyl ester (7CI);Threonine, N-carboxy-, N-tert-butylester, L- (8CI);L-N-(tert-Butoxycarbonyl)threonine;N-(tert-Butoxycarbonyl)threonine;N-BOC-L-Threonine;N-tert-Butoxycarbonyl-L-threonine;N-tert-Butyloxycarbonyl-L-threonine;N-a-tert-Butoxycarbonyl-L-threonine;NSC 334305;
• PSA 95.86000
• LogP 0.73600

Synthetic route

72-19-5

L-threonine

24424-99-5

di-tert-butyl dicarbonate

2592-18-9

Boc-Thr-OH

Conditions

Conditions	Yield
With sodium hydrogencarbonate In methanol; water at 20℃; for 72h;	99%
With sodium hydroxide In 1,4-dioxane; water at 0 - 20℃; for 24h;	99%
With sodium carbonate In acetone at 20℃; Cooling with ice;	95%

72-19-5

L-threonine

2592-18-9

Boc-Thr-OH

Conditions

Conditions	Yield
With triethylamine In water; N,N-dimethyl-formamide for 8h; Ambient temperature;	98%

89985-91-1

tert-butyl pyridin-2-yl carbonate

L-threonine, dicyclohexylammonium salt

A

142-08-5

2-hydroxypyridin

B

2592-18-9

Boc-Thr-OH

Conditions

Conditions	Yield
With triethylamine In water; N,N-dimethyl-formamide for 8h; Ambient temperature;	A n/a B 98%

...Expand

72-19-5

L-threonine

75844-68-7

tert-butyl 2-oxo-1,3-oxazole-3(2H)-carboxylate

2592-18-9

Boc-Thr-OH

Conditions

Conditions	Yield
With dmap In 1,4-dioxane; water for 15h; Ambient temperature;	96%

15260-10-3

N-Boc-O-benzyl-L-threonine

2592-18-9

Boc-Thr-OH

Conditions

Conditions	Yield
With ammonium formate; magnesium In ethylene glycol for 0.05h; microwave irradiation;	95%
With magnesium; hydrazinium monoformate In methanol at 25℃; for 1h;	90%
With formic acid; palladium on activated charcoal In methanol at 20℃; for 0.0833333h;

105678-24-8

O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

L-threonine, dicyclohexylammonium salt

A

2637-34-5

2-Mercaptopyridine

B

2592-18-9

Boc-Thr-OH

Conditions

Conditions	Yield
With triethylamine In water; N,N-dimethyl-formamide for 12h; Ambient temperature;	A n/a B 92%

...Expand

77313-56-5

Boc-Thr-ONbn

2592-18-9

Boc-Thr-OH

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride In N,N-dimethyl-formamide Ambient temperature;	90%

126587-71-1

Boc-threonine [(2-trimethylsilyl)ethoxy]methyl ester

2592-18-9

Boc-Thr-OH

Conditions

Conditions	Yield
With magnesium bromide In dichloromethane for 4h; Ambient temperature; addition at -20 deg C, 0.5 h;	80%

72-19-5

L-threonine

104272-95-9

t-butyl S-3,6-diisopropylpyrazin-2-ylthiolcarbonate

2592-18-9

Boc-Thr-OH

Conditions

Conditions	Yield
With dmap; triethylamine In water; acetonitrile for 24h; Ambient temperature;	51%

72-19-5

L-threonine

104272-92-6

2-t-butoxycarbonyloxy-3,6-diisopropylpyrazine

2592-18-9

Boc-Thr-OH

Conditions

Conditions	Yield
With triethylamine In water; acetonitrile for 24h; Ambient temperature;	48%

1070-19-5

N-(tert-butyloxycarbonyl) azide

72-19-5

L-threonine

2592-18-9

Boc-Thr-OH

Conditions

Conditions	Yield
With hydroxide
With magnesium oxide
With triethylamine In water; N,N-dimethyl-formamide

1070-19-5

N-(tert-butyloxycarbonyl) azide

23926-51-4

(2S,3R)-threonine ethyl ester

2592-18-9

Boc-Thr-OH

Conditions

Conditions	Yield
(i), (ii) aq. NaOH, dioxane; Multistep reaction;

72-19-5

L-threonine

18595-34-1

tert-butyl fluoroformate

2592-18-9

Boc-Thr-OH

Conditions

Conditions	Yield
With sodium hydroxide In 1,4-dioxane
With sodium hydroxide

72-19-5

L-threonine

58632-95-4

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

2592-18-9

Boc-Thr-OH

Conditions

Conditions	Yield
With triethylamine In 1,4-dioxane; water for 4h; Ambient temperature;

24424-99-5

di-tert-butyl dicarbonate

60191-68-6

(2S,3S)-2-amino-4,4-dichloro-3-hydroxybutanoic acid hydrochloride

2592-18-9

Boc-Thr-OH

Conditions

Conditions	Yield
With hydrogen; sodium hydrogencarbonate; triethylamine; palladium on activated charcoal 1.) H2O, RT, 4 kg/cm2, 3 h, 2.) H2O, dioxane, RT, overnight; Multistep reaction;

BOC-L-THREONINE Chemical Properties

The molecular formula of Boc-L-Threonine(2592-18-9) is C₉H₁₇NO₅  and its formula weight is 219.23.
Boc-L-Threonine(2592-18-9) has a  melting point of  80-82 °C(lit.).The refractive index is about  -7 ° (C=1, AcOH).
The chemical synonyms of Boc-L-Threonine(2592-18-9) are N-TERT-BUTYLOXYCARBONYL-L-THREONINE;N-(TERT-BUTOXYCARBONYL)-L-THREONINE;N-(TERT-BUTOXYCARBONYL)-P-THREONINE;N-T-BUTOXYCARBONYL-L-THREONINE;N-BOC-L-THREONINE;N-ALPHA-T-BUTOXYCARBONYL-L-THREONINE;N-ALPHA-TERT-BUTYLOXYCARBONYL-L-THREONINE;N-ALPHA-T-BOC-L-THREONINE
The molecular structure of Boc-L-Threonine(2592-18-9):

BOC-L-THREONINE Toxicity Data With Reference

BOC-L-THREONINE Safety Profile

BOC-L-THREONINE Specification