ChemicalBook > CAS DataBase List > H-THR(TBU)-OTBU

H-THR(TBU)-OTBU

Product Name
H-THR(TBU)-OTBU
CAS No.
5854-78-4
Chemical Name
H-THR(TBU)-OTBU
Synonyms
O-TERT-BUTYL-L-THREONINE TERT-BUTYL ESTER;L-Thr(tBu)-OtBu;H-Thr(otbu)otbu;H-THR(TBU)-OTBU;Glu(OtBu)-OMe.HCl;THREONINE(TBU)-OTBU;H-Thr(tBu)-OtBu (Syrup);H-THR(TBU)-OTBU USP/EP/BP;O-T-BUTYL-L-THREONINE T-BUTYL ESTER;O-TERT-BUTYL-L-THREONINET-BUTYLESTER
CBNumber
CB3138414
Molecular Formula
C12H25NO3
Formula Weight
231.33
MOL File
5854-78-4.mol
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H-THR(TBU)-OTBU Property

Melting point:
74-75 °C
Boiling point:
70°C/0.8mmHg(lit.)
Density 
0.959±0.06 g/cm3(Predicted)
refractive index 
1.4320-1.4360
storage temp. 
Keep in dark place,Sealed in dry,Store in freezer, under -20°C
pka
6.14±0.33(Predicted)
form 
clear liquid
color 
Colorless to Red to Green
InChI
InChI=1S/C12H25NO3/c1-8(15-11(2,3)4)9(13)10(14)16-12(5,6)7/h8-9H,13H2,1-7H3/t8-,9+/m1/s1
InChIKey
PPDIUNOGUIAFLV-BDAKNGLRSA-N
SMILES
C(OC(C)(C)C)(=O)[C@H]([C@H](OC(C)(C)C)C)N
CAS DataBase Reference
5854-78-4
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Safety

HS Code 
2922.50.5000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H227Combustible liquid

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P370+P378In case of fire: Use … for extinction.

P403+P235Store in a well-ventilated place. Keep cool.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TCI Chemical
Product number
B3340
Product name
O-tert-Butyl-L-threonine tert-Butyl Ester
Purity
>96.0%(T)
Packaging
5g
Price
$79
Updated
2025/07/31
TCI Chemical
Product number
B3340
Product name
O-tert-Butyl-L-threonine tert-Butyl Ester
Purity
>96.0%(T)
Packaging
25g
Price
$224
Updated
2025/07/31
TRC
Product number
B680945
Product name
O-tert-Butylthreoninetert-ButylEster
Packaging
250mg
Price
$45
Updated
2021/12/16
Usbiological
Product number
291074
Product name
O-tert-Butyl-L-threonine tert-butyl ester
Packaging
25g
Price
$347
Updated
2021/12/16
Activate Scientific
Product number
AS39835-2R3R
Product name
(2S,3R)-tert-Butyl 2-amino-3-(tert-butoxy)butanoate
Purity
98%
Packaging
1g
Price
$8
Updated
2021/12/16
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H-THR(TBU)-OTBU Chemical Properties,Usage,Production

Chemical Properties

Light yellowish liquid

Uses

O-tert-Butylthreonine tert-Butyl Ester, can be used in the synthesis of various chemical compounds having therapeutic activity, such as N-[[[(1S)-1-[3-(2-Pyrazinyl)-1,2,4-oxadiazol-5-yl]-3-butyn-1-yl]amino]carbonyl]-L-threonine (P842605), used as immune modeulators.

Synthesis

72-19-5

115-11-7

5854-78-4

(1) Add 250 μL of bis-L-threonine and 1750 g of ethylene glycol dimethyl ether to a 5000 mL three-neck flask. After cooling the flask to -10 to -5 °C, 1000 g of trifluoromethanesulfonic acid was slowly added dropwise at -5 to 5 °C. (2) To the reaction mixture was added 1250 g of isobutene at -15 to -10 °C. The reaction temperature was controlled at -15 to -10°C for 48 hours. (3) Upon completion of the reaction, 2500 g of water was added to the reaction mixture at -5 to 5 °C, followed by 1500 g of 20-25% ammonia to adjust the pH to 7.5-8.0. The aqueous phase was extracted with 1000 mL of ether in two portions and the organic phases were combined. The organic phase was washed three times with 250 mL of water and dried by adding 50 g of anhydrous sodium sulfate. Concentrate to dryness under reduced pressure at 50 °C to obtain 360 g of crude product with 95% purity (GC) and 70.44% yield. Purification of crude product: 360 g of crude product was dissolved in 1500 g of hexane, 5 g of activated carbon was added, decolorized at 25-35 °C for 1 h, filtered, and the filter cake was washed with 150 g of hexane. To the filtrate was added 93.0 g of glacial acetic acid (calculated amount: 360 x 95% ÷ 231.33 x 1.05 x 60 = 88.0 g), stirred at 15-25 °C for 2 h, and then slowly cooled to 0-5 °C and kept for 2 h. The filtrate was then dried for 1 h and then dried for 2 h. The crystals were separated by centrifugation and rinsed with a small amount of hexane. The wet crystals were dried under vacuum at 45 °C to give 415 g of product with 99.40% purity and 67.87% yield. Dissolve 415 g of the acetate product in 800 g of water, add 500 mL of hexane and stir to dissolve, add about 120 g of sodium bicarbonate to adjust the pH to 7.5-8.0. Separate the phases, and the aqueous phase was extracted twice consecutively with 500 mL of hexane. The organic phases were combined, washed three times with 300 mL of water, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give 326.20 g of liquid product with 99.69% purity and 67.20% yield.

References

[1] Patent: CN106478439, 2017, A. Location in patent: Paragraph 0028; 0029; 0030; 0031; 0032; 0033; 0034-0047
[2] Patent: WO2005/23756, 2005, A1. Location in patent: Page/Page column 5

H-THR(TBU)-OTBU Preparation Products And Raw materials

Raw materials

Preparation Products

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H-THR(TBU)-OTBU Suppliers

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View Lastest Price from H-THR(TBU)-OTBU manufacturers

Hebei Chuanghai Biotechnology Co., Ltd
Product
H-THR(TBU)-OTBU 5854-78-4
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20 mt
Release date
2024-11-20
Career Henan Chemical Co
Product
H-THR(TBU)-OTBU 5854-78-4
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20kg
Release date
2018-08-15

5854-78-4, H-THR(TBU)-OTBURelated Search:

H-Thr(tBu)-OtBu.AcOH H-THR(TBU)-OME HCL H-THR(BZL)-OH O-tert-Butyl-L-serine methyl ester hydrochloride Thr(tBu)-OtBu H-THR(TBU)-OTBU H-THR(TBU)-OH H-SER(TBU)-OH L-THREONINE METHYL ESTER TERT-BUTYL 3-HYDROXYPROPIONATE Z-THR(TBU)-OTBU,Z-O-tert·butyl-L-threonine tert·butyl ester,CBZ-O-TERT-BUTYL-L-THREONINE TERT-BUTYL ESTER H-SER(TBU)-OTBU O-METHYL-L-THREONINE H-THR(TBU)-OTBU HCL H-L-Thr(tBu)-OtBu*AcOH,O-TERT-BUTYL-L-THREONINE TERT-BUTYL ESTER ACETATE,H-THR(TBU)-OTBU ACOH O-TERT-BUTYL-L-THREONINE TERT-BUTYL ESTER TARTRATE H-Thr(Tbu)-Otbu.Hac H-THR(TBU)-OTBU·HCL, O-T-BUTYL-L-THREONINE T-BUTYL ESTER HYDROCHLORIDE

  • O-TERT-BUTYL-L-THREONINE TERT-BUTYL ESTER
  • H-THR(TBU)-OTBU
  • H-Thr(otbu)otbu
  • O-T-BUTYL-L-THREONINE T-BUTYL ESTER
  • THREONINE(TBU)-OTBU
  • Glu(OtBu)-OMe.HCl
  • O-TERT-BUTYL-L-THREONINET-BUTYLESTER
  • (2S,3R)-tert-Butyl 2-aMino-3-(tert-butoxy)butanoate
  • L-Thr(tBu)-OtBu
  • L-Threonine,O-(1,1-diMethylethyl)-, 1,1-diMethylethyl ester
  • O-tert-Butyl-L-threonine tert-butyl ester, >=97%
  • O-tert-Butylthreoninetert-butyl ester
  • O-tert-Butyl-L-threonine-tert-butyl ester≥ 99% (GC)
  • H-Thr(tBu)-OtBu (Syrup)
  • O-tert-Butyl-L-threonine tert-Butyl Ester &gt
  • H-THR(TBU)-OTBU USP/EP/BP
  • O-Tert-Butyl-L-Threoninet-Butylester or H-Thr(TBU)-OTBU
  • 5854-78-4
  • C12H25NO3