ChemicalBook > CAS DataBase List > BOC-D-ALPHA-T-BUTYLGLYCINE

BOC-D-ALPHA-T-BUTYLGLYCINE

Product Name
BOC-D-ALPHA-T-BUTYLGLYCINE
CAS No.
124655-17-0
Chemical Name
BOC-D-ALPHA-T-BUTYLGLYCINE
Synonyms
Boc-D-Tle;Boc-D-t-Leu;BOC-D-TLE-OH;Boc-D-Tle-0H;BOC-TBU-D-GLY-OH;BOC-D-(TBU)GLY-OH;BOC-D-TERT-LEUCINE;BOC-D- Tert-Leu-OH;N-BOC-D-TERT-LEUCINE;BOC-D-T-BUTYLGLYCINE
CBNumber
CB6271402
Molecular Formula
C11H21NO4
Formula Weight
231.29
MOL File
124655-17-0.mol
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BOC-D-ALPHA-T-BUTYLGLYCINE Property

Melting point:
118-121°C
Boiling point:
350.0±25.0 °C(Predicted)
Density 
1.063±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
slightly sol. in Methanol
pka
4.03±0.10(Predicted)
form 
Solid
color 
White to Almost white
optical activity
Consistent with structure
InChI
InChI=1S/C11H21NO4/c1-10(2,3)7(8(13)14)12-9(15)16-11(4,5)6/h7H,1-6H3,(H,12,15)(H,13,14)/t7-/m0/s1
InChIKey
LRFZIPCTFBPFLX-ZETCQYMHSA-N
SMILES
C(O)(=O)[C@@H](C(C)(C)C)NC(OC(C)(C)C)=O
CAS DataBase Reference
124655-17-0(CAS DataBase Reference)
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Safety

HazardClass 
IRRITANT
HS Code 
2924190090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TCI Chemical
Product number
B3995
Product name
N-(tert-Butoxycarbonyl)-D-tert-leucine
Purity
>98.0%(HPLC)(T)
Packaging
1g
Price
$46
Updated
2025/07/31
TCI Chemical
Product number
B3995
Product name
N-(tert-Butoxycarbonyl)-D-tert-leucine
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$183
Updated
2025/07/31
TRC
Product number
B667830
Product name
N-Boc-D-tert-leucine
Packaging
2.5g
Price
$385
Updated
2021/12/16
Oakwood
Product number
037132
Product name
N-Boc-D-tert-leucine
Purity
95%
Packaging
250mg
Price
$12
Updated
2021/12/16
Chem-Impex
Product number
01354
Product name
Boc-D-α-tert-butylglycine,98%(HPLC)
Purity
98%(HPLC)
Packaging
1G
Price
$22.4
Updated
2021/12/16
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BOC-D-ALPHA-T-BUTYLGLYCINE Chemical Properties,Usage,Production

Chemical Properties

White powder

Uses

N-Boc-D-tert-leucine is a protected form of D-tert-leucine, and is used in the synthesis of primary amino acid derivatives (e.g. Desacetyl Desmethyl Lacosamide [D288325]) that possess anticonvulsant and neuropathic pain protection properties.

Synthesis

26782-71-8

24424-99-5

124655-17-0

General procedure for the synthesis of tert-butoxycarbonyl-D-tert-leucine from D-tert-leucine and di-tert-butyl dicarbonate: 3-methyl-D-valine (900 mg, 6.86 mmol) was dissolved in a mixture of 7 mL of a 1 M aqueous sodium hydroxide solution and 7 mL of methanol at 0°C, followed by the addition of di-tert-butyl dicarbonate (Boc-anhydride, 1.797 g, 8.23 mmol). The reaction mixture was gradually warmed to room temperature and stirred continuously overnight. Upon completion of the reaction, most of the methanol was removed by evaporation, and the reaction solution was acidified to pH 2 with 1 M aqueous HCl, followed by three extractions with ethyl acetate (3 × 20 mL). The organic phases were combined and washed twice with brine (2 × 5 mL). Finally, the solvent was removed by evaporation to afford tert-butoxycarbonyl-D-tert-leucine as a white solid in 83% yield (1.36 g). The product was characterized by NMR (400 MHz, DMSO-d6): δ 12.44 (1H, s), 6.82 (1H, d), 3.76 (1H, d), 1.38 (9H, s); UPLC analysis showed a retention time of 0.64 min and a molecular ion peak of 232 [M + H]+.

References

[1] Patent: WO2011/69951, 2011, A1. Location in patent: Page/Page column 77
[2] Journal of Medicinal Chemistry, 2008, vol. 51, # 15, p. 4620 - 4631
[3] Journal of Medicinal Chemistry, 2011, vol. 54, # 13, p. 4815 - 4830
[4] Patent: WO2012/76877, 2012, A1. Location in patent: Page/Page column 97
[5] Patent: US2013/267510, 2013, A1. Location in patent: Paragraph 0708-0710

BOC-D-ALPHA-T-BUTYLGLYCINE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from BOC-D-ALPHA-T-BUTYLGLYCINE manufacturers

Hebei Chuanghai Biotechnology Co., Ltd
Product
BOC-D-ALPHA-T-BUTYLGLYCINE 124655-17-0
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-05
Sichuan HongRi Pharma-Tech Co.,Ltd
Product
Boc-D-Tle-OH 124655-17-0
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1T
Release date
2023-11-21
Sichuan Jiaying Lai Technology Co.,LTD
Product
Boc-D-Tle-OH 124655-17-0
Price
US $1.00/g
Min. Order
1g
Purity
98%
Supply Ability
100KG
Release date
2019-07-21

124655-17-0, BOC-D-ALPHA-T-BUTYLGLYCINERelated Search:


  • (R)-2-((tert-Butoxycarbonyl)aMino)-3,3-diMethylbutanoic acid
  • Boc-D-t-Leu
  • N-alpha-t-Butyloxycarbonyl-D-t-leucine, N-alpha-t-Butyloxycarbonyl-D-t-butylglycine
  • N-BOC-D-TERT-LEUCINE
  • (R)-2-(tert-butoxycarbonyl)-3,3-dimethylbutanoic a
  • BOC-TBU-D-GLY-OH
  • BOC-D-(TBU)GLY-OH
  • BOC-D-T-BUTYLGLYCINE
  • BOC-D-TERT-LEUCINE
  • BOC-D-TLE-OH
  • BOC-D-ALPHA-T-BUTYLGLYCINE
  • BOC-D-ALPHA-T-BUTYL-GLY-OH
  • N-ALPHA-T-BOC-D-ALPHA-T-BUTYLGLYCINE
  • N-ALPHA-T-BOC-D-T-LEUCINE
  • N-ALPHA-T-BUTOXYCARBONYL-D-L-BUTYLGLYCINE
  • N-ALPHA-T-BUTOXYCARBONYL-D-T-BUTYLGLYCINE
  • N-ALPHA-T-BUTOXYCARBONYL-D-T-LEUCINE
  • (R)-N-ALPHA-T-BUTOXYCARBONYL-2-AMINO-3,3-DIMETHYL-BUTYRIC ACID
  • (R)-N-(TERT-BUTOXYCARBONYL)-TERT-LEUCINE
  • N-(tert-Butoxycarbonyl)-D-tert-leucine
  • <i>N</i>-(<i>tert</i>-Butoxycarbonyl)-<small>D</small>-<i>tert</i>-leucine
  • D-Valine, N-[(1,1-dimethylethoxy)carbonyl]-3-methyl-
  • (R)-N-Boc-2-amino-3,3-dimethylbutyric acid
  • Boc-D-α-tert-butylglycine≥ 98% (HPLC)
  • Boc-D-α-tert-butyl-Gly-OH
  • N-Boc-D-tert-leucine,99%e.e.
  • 2-{[(tert-Butoxycarbonyl)amino]methyl}-3,3-dimethylbutanoic acid
  • (Tert-Butoxy)Carbonyl D-Tle-OH
  • (2R)-2-{[(tert-butoxy)carbonyl]amino}-3,3-dimethylbutanoic acid
  • Boc-D-Tle
  • (2R)-3,3-dimethyl-2-[[(2-methylpropan-2-yl)oxy-oxomethyl]amino]butanoic acid
  • N-(tert-Butoxycarbonyl)-D-tert-leucine &gt
  • (2R)-3,3-dimethyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acid
  • N-Boc-D-tert-leucine,95%
  • (2R)-3,3-dimethyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoicaci
  • (R)-2-(Boc-amino)-3,3-dimethylbutyric Acid
  • (R)-2-(tert-Butoxycarbonylamino)-3,3-dimethylbutyric Acid
  • BOC-D-ALPHA-T-BUTYLGLYCINE USP/EP/BP
  • Boc-D-α-tert-butylglycine
  • 124655-17-0 BOC-D-ALPHA-T-BUTYLGLYCINE
  • (2R)-3,3-dimethyl-2-[(2-methylpropan-2-yl)oxycarbonylamin
  • BOC-D-ALPHA-T-BUTYLGLYCINE Powder USP Standard
  • BOC-D- Tert-Leu-OH
  • 2,4-Dichlorobenzyl Alcohol Impurity 9
  • Boc-D-Tle-0H
  • 124655-17-0
  • C11H21NO4
  • Amino Acids
  • CHIRAL COMPOUNDS
  • Amino Acids & Deriv.
  • CHIRAL CHEMICALS
  • Peptide