| Identification | Back Directory | [Name]
BOC-TIC-OH | [CAS]
78879-20-6 | [Synonyms]
BOC-L-TIC
BOC-TIC-OH
BOC-L-TIC-OH
Boc-Tic-OH, >=98%
RARECHEM BK PT 0083
Boc-Tic-OH >=97.0% (TLC)
Boc-L-Tetrahydroisoquinoline-3-COOH
BOC-L-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID
Boc-L-1,2,3,4-tetrahydroisoquinoline-3-carboxylic
N-T-boc-L-1,2,3,4-tetrahydroiso-*quinoline-3-carb
N-Boc-L-1,2,3,4-Tetrahydroisoquinoline-3-carboxyli
BOC-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID
BOC-L-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID
BOC-1,2,3,4-L-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID
N-Boc-L-1,2,3,4-Tetrahydroisoquinoline-3-carboxyli acid
BOC-(S)-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID
N-BOC-L-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID
BOC-(3S)-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID
(S)-2-BOC-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID
(S)-N-BOC-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID
N-1-BOC-L-1,2,3,4-TETRAHYDRO-ISOQUINOLINE-3-CARBOXYLIC ACID
N-BOC-L-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid,99%
Boc-(S)-1,2,3,4-tetrahydroisoquinoline-line-3-carboxylic acid
N-1-T-BOC-L-1,2,3,4-TETRAHYDRO-ISOQUINOLINE-3-CARBOXYLIC ACID
(S)-()-N-BOC-1,2,3,4-TETRAHYDRO-3-ISOQUINOLINECARBOXYLIC ACID
Boc-(3S)-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid98+%
(S)-(+)-N-BOC-1,2,3,4-TETRAHYDRO-3-ISOQUINOLINECARBOXYLIC ACID
Boc-Tic-OH(Boc-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid)
N-ALPHA-T-BOC-L-1,2,3,4-TETRAHYDRO-ISOQUINOLINE-3-CARBOXYLIC ACID
N-T-BUTOXYCARBONYL-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID
(S)-N-Boc-1,2,3,4-tetrahydroisoquinoline-3-carboxylic A
cid,99%e.e.
(S)-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid, N-BOC protected
(3S)-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid, N-BOC protected
N-T-BUTYLOXYCARBONYL-L-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID
(S)-3,4-DIHYDRO-1H-ISOQUINOLINE-2,3-DICARBOXYLIC ACID 2-TERT-BUTYL ESTER
N-TERT-BUTYLOXYCARBONYL-L-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID
(S)-2-(tert-butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
(3S)-2-(TERT-BUTOXYCARBONYL)-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID
(S)-(+)-2-(Tertutoxycarbonyl)-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid
(S)-(+)-2-(TERT-BUTOXYCARBONYL)-1,2,3,4-TETRAHYDRO-3-ISOQUINOLINECARBOXYLIC ACID
2,3(1H)-ISOQUINOLINEDICARBOXYLIC ACID, 3,4-DIHYDRO-,2-(1,1-DIMETHYLETHYL) ESTER, (3S)- | [Molecular Formula]
C15H19NO4 | [MDL Number]
MFCD00143845 | [MOL File]
78879-20-6.mol | [Molecular Weight]
277.32 |
| Chemical Properties | Back Directory | [Appearance]
white to light beige powder | [Melting point ]
125-126.5 °C
| [Boiling point ]
420.18°C (rough estimate) | [density ]
1.1311 (rough estimate) | [refractive index ]
1.5080 (estimate) | [storage temp. ]
2-8°C
| [solubility ]
soluble in Methanol | [form ]
Solid | [pka]
3.88±0.20(Predicted) | [color ]
White to off-white | [Optical Rotation]
[α]20/D +19.0±1.5°, c = 0.7% in methanol | [BRN ]
4297114 |
| Hazard Information | Back Directory | [Chemical Properties]
white to light beige powder | [Uses]
Boc-Tic-OH, is an amino acid building block used in peptide synthesis. With a growing peptide drug market the fast, reliable synthesis of peptides is of great importance. | [Synthesis]
The general procedure for the synthesis of (R)-2-(tert-butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid from di-tert-butyl dicarbonate and (S)-(-)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid was as follows: (S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (50.0 g, 282 mmol) was suspended in 1,4-dioxane ( 1000 mL) and water (500 mL) in a solvent mixture with vigorous stirring. Sodium bicarbonate (47.4 g, 564 mmol) and di-tert-butyl dicarbonate (67.7 g, 310 mmol) were subsequently added and the reaction mixture was stirred continuously at room temperature for 6 days. After completion of the reaction, the mixture was concentrated under reduced pressure and the residue was dissolved in water (2000 mL). A 30% w/v aqueous solution of sodium bisulfate monohydrate (300 mL) was added and extracted with chloroform (3 x 1000 mL). The organic phases were combined, washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to afford the target product (R)-2-(tert-butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (90.0 g, quantitative yield) as a thick slurry.Results of LCMS analysis: retention time 3.64 min; mass spectrometry data m/z 178.1 [M-Boc + 2H]+ ; m/ z 276.1 [M-H]-. | [References]
[1] Patent: WO2017/153513, 2017, A1. Location in patent: Page/Page column 78
[2] Patent: WO2017/153515, 2017, A1. Location in patent: Page/Page column 62
[3] Patent: WO2017/153520, 2017, A1. Location in patent: Page/Page column 44; 47
[4] Patent: WO2017/153519, 2017, A1. Location in patent: Page/Page column 56; 59
[5] Tetrahedron Letters, 2001, vol. 42, # 43, p. 7559 - 7561 |
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