ChemicalBook--->CAS DataBase List--->78879-20-6

78879-20-6

78879-20-6 Structure

78879-20-6 Structure
IdentificationBack 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 PropertiesBack 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
[Major Application]

peptide synthesis
[InChI]

1S/C15H19NO4/c1-15(2,3)20-14(19)16-9-11-7-5-4-6-10(11)8-12(16)13(17)18/h4-7,12H,8-9H2,1-3H3,(H,17,18)/t12-/m0/s1
[InChIKey]

HFPVZPNLMJDJFB-LBPRGKRZSA-N
[SMILES]

CC(C)(C)OC(=O)N1Cc2ccccc2C[C@H]1C(O)=O
Hazard InformationBack 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]

Di-tert-butyl dicarbonate

24424-99-5

L-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid

74163-81-8

BOC-D-TIC-OH

115962-35-1

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
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319
[Precautionary statements ]

P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
[Hazard Codes ]

Xi
[Safety Statements ]

22-24/25
[WGK Germany ]

3
[HazardClass ]

IRRITANT
[HS Code ]

29334900
[Storage Class]

13 - Non Combustible Solids
Spectrum DetailBack Directory
[Spectrum Detail]

BOC-TIC-OH(78879-20-6)1HNMR
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