H-DL-Tle-OH | 2-Amino-3,3-dimethylbutanoic acid | Non-protein Amino Acid

H-DL-Tle-OH is a tert-leucine derivative with strong chemical stability, aiding in optimizing the chemical and biological properties of peptide drug synthesis.

Synonyms: 2-Amino-3,3-dimethylbutanoic acid

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Quality Control of H-DL-Tle-OH Purity: 97% SDS Specification

COA

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NMR

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CNMR

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Product Details of H-DL-Tle-OH

CAS No. :	33105-81-6
Formula :	C₆H₁₃NO₂
M.W :	131.17
SMILES Code :	CC(C)(C)C(N)C(O)=O
Synonyms :	2-Amino-3,3-dimethylbutanoic acid
MDL No. :	MFCD00065933
InChI Key :	NPDBDJFLKKQMCM-UHFFFAOYSA-N
Pubchem ID :	306131

Safety of H-DL-Tle-OH

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H315-H319-H335
Precautionary Statements:	P261-P305+P351+P338

Application In Synthesis of H-DL-Tle-OH

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 33105-81-6 ]

[ 33105-81-6 ] Synthesis Path-Downstream 1~35

1
[ 67-56-1 ]
[ 33105-81-6 ]
[ 3850-31-5 ]

References: [1]Journal of Biological Chemistry,1953,vol. 205,p. 221,229.
[2]Journal of Organic Chemistry,1989,vol. 54,p. 1055 - 1062.

2
[ 75-44-5 ]
[ 33105-81-6 ]
[ 3981-38-2 ]

References: [1]Justus Liebigs Annalen der Chemie,1957,vol. 609,p. 209,220, 222.

3
[ 64-18-6 ]
[ 33105-81-6 ]
[ 92571-58-9 ]

References: [1]Hoppe-Seyler's Zeitschrift fur Physiologische Chemie,1934,vol. 228,p. 193.
[2]Journal of the Chemical Society C: Organic,1969,p. 2437 - 2438.
[3]Organic Letters,2019,vol. 21,p. 6096 - 6101.

4
[ 590-28-3 ]
[ 33105-81-6 ]
[ 463943-04-6 ]

References: [1]Journal of Biological Chemistry,1926,vol. 67,p. 346.

5
[ 33105-81-6 ]
[ 68222-59-3 ]

References: [1]Journal of Biological Chemistry,1953,vol. 205,p. 221,229.

6
[ 62965-34-8 ]
[ 33105-81-6 ]

References: [1]Hoppe-Seyler's Zeitschrift fur Physiologische Chemie,1934,vol. 228,p. 193.
[2]Journal of medicinal chemistry,1965,vol. 8,p. 478 - 482.
[3]Collection of Czechoslovak Chemical Communications,1977,vol. 42,p. 1069 - 1076.
[4]Helvetica Chimica Acta,1960,vol. 43,p. 1915 - 1927.
[5]Journal of the American Chemical Society,1979,vol. 101,p. 717 - 732.

7
[ 33105-81-6 ]
[ 108-24-7 ]
[ 22146-58-3 ]

References: [1]Bioscience, Biotechnology and Biochemistry,2001,vol. 65,p. 1977 - 1980.
[2]Pflugers Archiv fur die gesamte Physiologie des Menschen und der Tiere,vol. 201,p. 5.
Chemisches Zentralblatt,1924,vol. 95,p. 796.

8
[ 33105-81-6 ]
[ 98-88-4 ]
[ 72756-21-9 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride; sodium hydroxide; In water; ethyl acetate;	EXAMPLE 2 N-benzoyl-DL-<strong>[33105-81-6]tert-leucine</strong> A suspension of DL-<strong>[33105-81-6]tert-leucine</strong> (327.5 g, 2.5 mol) in water (833 ml) was cooled to 5° C. A solution of sodium hydroxide (220 g, 5.5 mol) in water (833 ml) was added dropwise over 90 min maintaining the temperature at about 5° C. After a further 30 min stirring benzoyl chloride (386 g, 2.75 mol) was added dropwise over 2.5 h keeping the temperature at about 5° C. The temperature was then allowed to warm slowly to 10° C. over 3 hours until the reaction was complete. Ethyl acetate (2.25 l) was added and the pH adjusted to 1.5 using 6M hydrochloric acid (460 ml) keeping the temperature between 5-10° C. A white solid was precipitated which was dissolved by heating the mixture to 40° C. The two layers were separated and the organic layer concentrated to about 1 l. On cooling a white solid crystallized which was collected by filtration, washing with cold ethyl acetate, and dried (466 g, 79percent). A second crop of crystals was recovered (56.0 g, 10 percent).

References: [1]Journal of Organic Chemistry,2014,vol. 79,p. 1542 - 1554.
[2]Acta Chemica Scandinavica (1947),1953,vol. 7,p. 889,896.
[3]Journal of the American Chemical Society,2006,vol. 128,p. 14264 - 14265.
[4]Patent: US6180374,2001,B2 .

9
[ 33105-81-6 ]
[ 79-04-9 ]
[ 121703-98-8 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydroxide; In water; at 0℃;pH 10;	DL-<strong>[33105-81-6]tert-leucine</strong> dissolved in water, adding sodium hydroxide to adjust to pH = 10, control the temperature at 0 C, slowly dropping chloroacetyl chloride, while sodium hydroxide control pH, until the reaction solution ninhydrin detection Color. Hydrochloric acid was added to adjust the pH to 1, chloroacetylated D, L-<strong>[33105-81-6]tert-leucine</strong> product as crystals precipitated, and collected by filtration.

References: [1]Journal of Biological Chemistry,1953,vol. 205,p. 221,229.
[2]Patent: CN105399642,2016,A .Location in patent: Paragraph 0016.

10
[ 33105-81-6 ]
[ 98-59-9 ]
[ 69557-36-4 ]

References: [1]Hoppe-Seyler's Zeitschrift fur Physiologische Chemie,1914,vol. 89,p. 158.
[2]Journal of the American Chemical Society,1979,vol. 101,p. 717 - 732.

11
[ 815-17-8 ]
[ 33105-81-6 ]

References: [1]Journal of Organic Chemistry,2019,vol. 84,p. 10962 - 10977.
[2]Hoppe-Seyler's Zeitschrift fur Physiologische Chemie,1925,vol. 148,p. 311.
Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie,1927,vol. 170,p. 187,195.
[3]Journal of the Chemical Society C: Organic,1969,p. 2437 - 2438.
[4]Journal of Organic Chemistry,2002,vol. 67,p. 8685 - 8687.
[5]Tetrahedron Letters,1986,vol. 27,p. 5865 - 5868.
[6]Helvetica Chimica Acta,1960,vol. 43,p. 1915 - 1927.
[7]ChemCatChem,2013,vol. 5,p. 3538 - 3542.

12
[ 33105-81-6 ]
[ 93-11-8 ]
[ 143688-71-5 ]

References: [1]Hoppe-Seyler's Zeitschrift fur Physiologische Chemie,1914,vol. 89,p. 158.

13
[ 674-82-8 ]
[ 33105-81-6 ]
[ 3103-43-3 ]

References: [1]Journal of medicinal chemistry,1965,vol. 8,p. 478 - 482.

14
[ 75-15-0 ]
[ 74-96-4 ]
[ 33105-81-6 ]
[ 3850-32-6 ]

References: [1]Chemische Berichte,1964,vol. 97,p. 3173 - 3182.

15
[ 64-17-5 ]
[ 33105-81-6 ]
[ 69610-03-3 ]