BOC-D-TIC-OH
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BOC-D-TIC-OH
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CAS No:
115962-35-1
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Formula:
C15H19NO4
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Chemical Name:
BOC-D-TIC-OH
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Synonyms:
BOC-D-TIC;BOC-D-TIC-OH;BOC-D-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID;N-t-Butyloxycarbonyl-D-1,2,3,4-tetrahydroisoquinoline-3-carboxylicacid;(R)-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid, N-BOC protected;N-BOC-D-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid,99%;N-Boc-D-1,2,3,4-Tetrahydroisoquinoline-3-carboxyli;N-Boc-D-1,2,3,4-Tetrahydroisoquinoline-3-carboxyli acid
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CAS No:
Characteristics
66.8
2.3
white to light beige powder
1.1311 (rough estimate)
122-123℃
420.18°C (rough estimate)
218.5±28.7 °C
1.5080 (estimate)
0-6°C
1.97E-08mmHg at 25°C
Safety Information
IRRITANT
NONH for all modes of transport
3
36/37/38
26
Xi
P261-P305 + P351 + P338
H315-H319-H335
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 43 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
BOC-D-TIC-OH Use and Manufacturing
(S)-1, 2, 3, 4-Tetrahydroisoquinoline-3-carboxylic acid (50.0 g, 282 mmol) was vigorously stirred in a mixture of 1, 4-dioxane (1000 mL) and water (500 mL). Sodium bicarbonate (47.4 g, 564 mmol) and Boc anhydride (67.7 g, 310 mmol) were added and the reaction was stirred vigorously at room temperature for 6 days. The mixture was concentrated in vacuo and the residue dissolved in water (2000 mL). A 30percent w/v aqueous solution of sodium hydrogen sulfate monohydrate (300 mL) was added and the mixture extracted with chloroform (3 × 1000 mL). The pooled organic extracts were washed with brine, dried over sodium sulfate and concentrated in vacuo to give the desired compound (90.0 g, quantitative) as a thick syrup. LCMS-B: RT 3.64 min; m/z 178.1 [M-Boc+2H](S)-1 , 2, 3, 4-Tetrahydroisoquinoline-3-carboxylic acid (50.0 g, 282 mmol) was vigorously stirred in a mixture of 1 , 4-dioxane (1000 mL) and water (500 mL). Sodium bicarbonate (47.4 g, 564 mmol) and Boc anhydride (67.7 g, 310 mmol) were added and the reaction was stirred vigorously at room temperature for 6 days. The mixture was concentrated in vacuo and the residue dissolved in water (2000 mL). A 30percent w/v aqueous solution of sodium hydrogen sulfate monohydrate (300 mL) was added and the mixture extracted with chloroform (3 * 1000 mL). The pooled organic extracts were washed with brine, dried over sodium sulfate and concentrated in vacuo to give the desired compound (90.0 g, quantitative) as a thick syrup. LCMS-B: RT 3.64 min; m/z 178.1 [M-Boc+2H](S)-1 , 2, 3, 4-Tetrahydroisoquinoline-3-carboxylic acid (50.0 g, 282 mmol) was vigorously stirred in a mixture of 1, 4-dioxane (1000 mL) and water (500 mL). Sodium bicarbonate (47.4 g, 564 mmol) and Boc anhydride (67.7 g, 310 mmol) were added and the reaction wasstirred vigorously at room temperature for 6 days. The mixture was concentrated in vacuo and the residue dissolved in water (2000 mL). A 30percent w/v aqueous solution of sodium hydrogen sulfate monohydrate (300 mL) was added and the mixture extracted with chloroform (3 x 1000 mL). The pooled organic extracts were washed with brine, dried over sodium sulfate and concentrated in vacuo to give the desired compound (90.0 g, quantitative) as a thick syrup. LCMS-B: RT 3.64 mm; m/z 178.1 [M-Boc+2H] m/z 276.1 [MH](S)-1 , 2, 3, 4-Tetrahydroisoquinoline-3-carboxylic acid (50.0 g, 282 mmol) was vigorously stirred in a mixture of 1 , 4-dioxane (1000 mL) and water (500 mL). Sodium bicarbonate (47.4 g, 564 mmol) and Boc anhydride (67.7 g, 310 mmol) were added and the reaction was stirred vigorously at room temperature for 6 days. The mixture was concentrated in vacuo and the residue dissolved in water (2000 mL). A 30percent w/v aqueous solution of sodium hydrogen sulfate monohydrate (300 mL) was added and the mixture extracted with chloroform (3 * 1000 mL). The pooled organic extracts were washed with brine, dried over sodium sulfate and concentrated in vacuo to give the desired compound (90.0 g, (0503) quantitative) as a thick syrup. LCMS-B: RT 3.64 min; m/z 178.1 [M-Boc+2H](S)-2-(tert-butoxycarbonyl)-1 , 2, 3, 4-tetrahydroisoquinoline-3-carboxylic acidError. Objects cannot be created from editing field codes.(S)-1 , 2, 3, 4-tetrahydroisoquinoline-3-carboxylic acid (3g, 16.93mmol) was dissolved in a mixture of dioxane (30ml) and water (15ml) and the sodium hydrogen carbonate (2.81 g, 33.9mmol) was added. Boc(S)-1 , 2, 3.4-Tetrahydroisoquinoline-3-carboxylic acid (5.00 g, 28.2 mmol) was vigorously stirred in 1 , 4-dioxane (100 mL) and water (50 mL). Sodium bicarbonate (4.74 mg, 56.4 mmol) and Boc anhydride (6.77 g, 31.0 mmol) were added and the mixture was stirred vigorously at room temperature. After 17 hours the mixture was concentrated in vacuo and the residue dissolved in water (200 mL). A 30percent w/v aqueous solution of sodium hydrogen sulfate monohydrate (30 mL) was added and the mixture extracted with chloroform (3 * 200 mL). The pooled organic extracts were washed with brine, dried over sodium sulfate and concentrated in vacuo to give the desired compound (7.50 g, 96percent yield) as a thick syrup. LCMS-B: RT 3.64 min; m/z 178.1 [M-Boc+2H]To the suspension of 2.49 g (62.2 mmol) of NaOH, 62.2 mL of water, and 10.0 g (56.5 mmol) of 3S-1, 2, 3, 4-tetrahydroisoquinoline-3-carboxylic acid, the solution of 14.8 g (67.8 mmol) of Boc
Computed Properties
Molecular Weight:277.31
XLogP3:2.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:3
Exact Mass:277.13140809
Monoisotopic Mass:277.13140809
Topological Polar Surface Area:66.8
Heavy Atom Count:20
Complexity:388
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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