| Identification | More | [Name]
BOC-L-3-BENZOTHIENYLALANINE | [CAS]
154902-51-9 | [Synonyms]
BOC-L-BTA
BOC-BTA-OH
BOC-ALA(3-BZT)-OH
RARECHEM BK PT 0204
BOC-L-3-BENZOTHIENYLALA
BOC-ALA(3-BENZOTHIENYL)-OH
BOC-L-3-BENZOTHIENYLALANINE
BOC-3-BENZOTHIENYL-L-ALANINE
BOC-3-ALA(3-BENZOTHIENYL)-OH
boc-β-(3-benzothienyl)-ala-oh
Boc-b-(3-benzothienyl)-Ala-OH
N-BOC-L-3-Benzothienylalanine
Boc-3-L-Ala(3-benzothienyl)-OH
Boc-3-benzothienyl-L-alanine99%
Boc-β-(3-benzothienyl)-L-Ala-OH
BOC-L-3-(3-BENZOTHIENYL)ALANINE
BOC-ALA-BETA-(3-BENZOTHIENYL)-OH
BOC-3-(3-BENZOTHIENYL)-L-ALANINE
BOC-BETA-(3-BENZOTHIENYL)-ALA-OH
N-Boc-S-(Benzothien-3-yl)-alanine
BOC-BETA-(3-BENZOTHIENYL)-ALANINE
BOC-BETA-(3-BENZOTHIENYL)-L-ALANINE
N-ALPHA-T-BOC-BETA-(3-BENZOTHIENYL)-L-ALANINE
(Tert-Butoxy)Carbonyl L-3-Benzothienylalanine
3-Benzo[b]thiophen-3-yl-L-alanine, N-BOC protected
N-ALPHA-T-BUTOXYCARBONYL-3-(3-BENZOTHIENYL)-L-ALANINE
NALPHA-tert-Butoxycarbonyl-3-(3-benzothienyl)-L-alanine
3-(1-benzothien-3-yl)-N-{[(1,1-diMethylethyl)oxy]carbonyl}-L-alanine
(S)-3-(benzo[b]thiophen-3-yl)-2-(tert-butoxycarbonylamino)propanoic acid
(2S)-3-(1-benzothiophen-3-yl)-2-{[(tert-butoxy)carbonyl]amino}propanoic acid
(2S)-3-(3-benzylthiophen-2-yl)-2-{[(tert-butoxy)carbonyl]aMino}propanoic acid
(αS)-α-[[(1,1-Dimethylethoxy)carbonyl]amino]benzo[b]thiophene-3-propanoic acid
Benzo[b]thiophene-3-propanoic acid, α-[[(1,1-dimethylethoxy)carbonyl]amino]-, (αS)-
(2S)-3-(1-benzothiophen-3-yl)-2-[[(2-methylpropan-2-yl)oxy-oxomethyl]amino]propanoic acid | [Molecular Formula]
C16H19NO4S | [MDL Number]
MFCD00237538 | [Molecular Weight]
321.39 | [MOL File]
154902-51-9.mol |
| Chemical Properties | Back Directory | [Boiling point ]
514.1±45.0 °C(Predicted) | [density ]
1.274±0.06 g/cm3(Predicted) | [storage temp. ]
-15°C | [pka]
3.85±0.10(Predicted) | [Appearance]
White to off-white Solid | [BRN ]
7081201 | [Major Application]
peptide synthesis | [InChI]
1S/C16H19NO4S/c1-16(2,3)21-15(20)17-12(14(18)19)8-10-9-22-13-7-5-4-6-11(10)13/h4-7,9,12H,8H2,1-3H3,(H,17,20)(H,18,19)/t12-/m0/s1 | [InChIKey]
MURVSBJYXHTRJQ-LBPRGKRZSA-N | [SMILES]
CC(C)(C)OC(=O)N[C@@H](Cc1csc2ccccc12)C(O)=O | [CAS DataBase Reference]
154902-51-9(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Uses]
peptide synthesis | [reaction suitability]
reaction type: Boc solid-phase peptide synthesis | [Synthesis]
General procedure for the synthesis of (S)-3-(benzo[b]thiophen-3-yl)-2-((tert-butoxycarbonyl)amino)propionic acid from di-tert-butyl dicarbonate and (S)-2-amino-3-(benz[b]thiophen-3-yl)propionic acid: to a THF:H2O (1.0 g, 4.52 mmol) solution containing K2CO3 (0.75 g, 5.33 mmol) and (S)-2-amino-3-(benzo[b]thieno -3-yl)propionic acid (1.0 g, 4.52 mmol) to a solution of THF:H2O (1:1, v/v) was slowly added di-tert-butyl dicarbonate (1.09 g, 5 mmol). Subsequently, the reaction mixture was gradually warmed to room temperature and stirred continuously overnight. Upon completion of the reaction, the mixture was concentrated to remove most of the solvent and then the residue was dissolved in a mixture of EtOAc and H2O. The pH of the aqueous phase was adjusted to 1-2 with 6N HCl, followed by three extractions with EtOAc. The organic layers were combined, dried with anhydrous Na2SO4, filtered and concentrated to give 1.22 g of the target product as a white foamy solid in 84% yield. | [References]
[1] Journal of Medicinal Chemistry, 1994, vol. 37, # 13, p. 2090 - 2099
[2] Patent: WO2005/85227, 2005, A1. Location in patent: Page/Page column 47; 117 |
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