| Identification | More | [Name]
BOC-SAR-OH | [CAS]
13734-36-6 | [Synonyms]
BOC-MEGLY-OH
BOC-N-ALPHA-METHYLGLYCINE
BOC-N-ME-GLY-OH
BOC-N-METHYLGLYCINE
BOC-SAR
BOC-SARCOSINE
BOC-SAR-OH
N-ALPHA-T-BOC-N-ALPHA-METHYLGLYCINE
N-ALPHA-T-BOC-SARCOSINE
N-ALPHA-T-BUTOXYCARBONYL-N-ALPHA-METHYL-GLYCINE
N-ALPHA-T-BUTOXYCARBONYL SARCOSINE
N-BOC-N-METHYLGLYCINE
N-BOC-SARCOSINE
N-T-BOC-SARCOSIN
N-T-BUTOXYCARBONYL SARCOSINE
N-(TERT-BUTOXYCARBONYL)SARCOSINE
N-TERT-BUTYLOXYCARBONYL-N-METHYL-GLYCINE
N-TERT-BUTYLOXYCARBONYL-SARCOSINE
RARECHEM EM WB 0206
T-BUTYLOXYCARBONYLSARCOSINE | [EINECS(EC#)]
237-306-0 | [Molecular Formula]
C8H15NO4 | [MDL Number]
MFCD00037795 | [Molecular Weight]
189.21 | [MOL File]
13734-36-6.mol |
| Chemical Properties | Back Directory | [Appearance]
white crystals or crystalline powder | [Melting point ]
88-90 °C
| [Boiling point ]
324.46°C (rough estimate) | [density ]
1.2321 (rough estimate) | [refractive index ]
1.4540 (estimate) | [storage temp. ]
2-8°C
| [solubility ]
Chloroform (Sparingly), DMSO (Sparingly), Methanol (Slightly) | [form ]
Crystals or Crystalline Powder | [pka]
4.03±0.10(Predicted) | [color ]
White | [BRN ]
2046827 | [Stability:]
Hygroscopic | [Major Application]
peptide synthesis | [InChI]
InChI=1S/C8H15NO4/c1-8(2,3)13-7(12)9(4)5-6(10)11/h5H2,1-4H3,(H,10,11) | [InChIKey]
YRXIMPFOTQVOHG-UHFFFAOYSA-N | [SMILES]
C(O)(=O)CN(C(OC(C)(C)C)=O)C | [CAS DataBase Reference]
13734-36-6(CAS DataBase Reference) | [EPA Substance Registry System]
Glycine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl- (13734-36-6) |
| Hazard Information | Back Directory | [Chemical Properties]
white crystals or crystalline powder | [Uses]
Boc-N-methylglycine is used in the preparation of Clavatustide A (C563723) and Clavatustide B (C563725), which have been shown to suppress the proliferation of human hepatocellular carcinoma cells under specific conditions. | [reaction suitability]
reaction type: Boc solid-phase peptide synthesis | [Synthesis]
Triethylamine (23.5 mL, 168.3 mmol) and di-tert-butyl dicarbonate (12.9 mL, 56.1 mmol) were sequentially added to an aqueous (375 mL) solution of sarcosine (5.0 g, 56.1 mmol), and the reaction mixture was stirred for 6 hours at room temperature. After completion of the reaction, hydrochloric acid solution (320 mL, 1 M aqueous solution) and ethyl acetate were added for acidification and extraction. After separation of the aqueous layer, the aqueous layer was further extracted with ethyl acetate. The organic phases were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give a colorless oil. The oily substance was crystallized at -15 °C to afford the target product 2-((tert-butoxycarbonyl)(methyl)amino)acetic acid (10.6 g, quantitative yield) as a white solid and a mixture of rotary isomers was observed. | [References]
[1] Tetrahedron Letters, 2017, vol. 58, # 7, p. 602 - 605
[2] Journal of the American Chemical Society, 2003, vol. 125, # 35, p. 10664 - 10671
[3] Synthesis, 1996, # 10, p. 1246 - 1258
[4] Patent: WO2005/39506, 2005, A2. Location in patent: Page/Page column 93-94
[5] Patent: WO2005/39506, 2005, A2. Location in patent: Page/Page column 93-94 |
|
| Company Name: |
J & K SCIENTIFIC LTD.
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| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Alfa Aesar
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| Telephone: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
| Company Name: |
Jia Xing Isenchem Co.,Ltd
|
| Telephone: |
0573-85285100 18627885956 |
| Website: |
https://www.chemicalbook.com/ShowSupplierProductsList14265/0_EN.htm |
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