ChemicalBook > CAS DataBase List > (3S)-2-CARBOBENZOXY-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID

(3S)-2-CARBOBENZOXY-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID

Product Name
(3S)-2-CARBOBENZOXY-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID
CAS No.
79261-58-8
Chemical Name
(3S)-2-CARBOBENZOXY-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID
Synonyms
Z-TIC-OH;Cbz-L-Tic-OH;Z-L-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID;Z-[3S]-1,2,3,4-TETRAHYDROISOQUINOLENE-3-CARBOXYLIC ACID;2N-Boc-1,2,3,4-tetrahydroisoquinolene-3S-carboxylic acid;Z-D-[3S]-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID;(3S)-2-CBZ-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID;(S)-(+)-N-Cbz-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid;(S)-(+)-N-CBZ-1,2,3,4-TERTRAHYDRO ISOQUINOLINE-3-CARBOXYLIC ACID;(3S)-2-Carbobenzoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylicaci
CBNumber
CB6308126
Molecular Formula
C18H17NO4
Formula Weight
311.33
MOL File
79261-58-8.mol
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(3S)-2-CARBOBENZOXY-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID Property

Melting point:
137-141 °C
Boiling point:
451.38°C (rough estimate)
Density 
1.2626 (rough estimate)
refractive index 
23.5 ° (C=2, MeOH)
storage temp. 
Sealed in dry,Room Temperature
form 
Solid
pka
3.86±0.20(Predicted)
color 
White to pale yellow
CAS DataBase Reference
79261-58-8(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
37/39-26-36-36/37/39
HS Code 
29334900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

TCI Chemical
Product number
C1584
Product name
(3S)-2-Carbobenzoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic Acid
Purity
>97.0%(HPLC)
Packaging
5g
Price
$85
Updated
2021/12/16
TRC
Product number
C176575
Product name
(3S)-2-Carbobenzoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic Acid
Packaging
5g
Price
$90
Updated
2021/12/16
Usbiological
Product number
262082
Product name
2N-Boc-1,2,3,4-tetrahydroisoquinolene-3S-carboxylic acid
Packaging
5g
Price
$420
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB15665
Product name
2N-Boc-1,2,3,4-tetrahydroisoquinolene-3S-carboxylic acid
Packaging
25g
Price
$300
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0004632
Product name
(3S)-2-[BENZYLOXYCARBONYL]-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID
Purity
95.00%
Packaging
1G
Price
$616.77
Updated
2021/12/16
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(3S)-2-CARBOBENZOXY-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID Chemical Properties,Usage,Production

Chemical Properties

white crystalline powder

Uses

(3S)-2-Carbobenzoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic Acid is a reagent in the preparation of antibacterial studies of peptide deformylase inhibitor BB-3497 and its P2’ and P3’ analogs.

Synthesis

74163-81-8

501-53-1

79261-58-8

General procedure for the synthesis of (S)-(+)-N-benzyloxycarbonyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid from (S)-(-)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid and benzyl chloroformate: to an aqueous solution of 1 M NaOH (3.20 g, 80.0 mmol, dissolved in 80 mL of H2O) was added slowly at room temperature (S)-1 ,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (5.00 g, 28.2 mmol) and dioxane until the suspension was completely dissolved. Subsequently, benzyl chloroformate (6.25 g, 5.59 mL, 36.7 mmol) was added slowly and dropwise over 30 min at 0 °C. The reaction mixture was stirred at room temperature for 16 hours. Dioxane was removed by evaporation and the reaction mixture was acidified with 1 M HCl to pH 2 at 0 °C. The aqueous layer was extracted with EtOAc and the combined organic layers were dried over Na2SO4, filtered and evaporated in vacuo to afford the target product, (S)-(+)-N-benzyloxycarbonyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (8.68 g, 27.9 mmol, 99% yield), as a white foamy solid without further purification. The product was characterized by 1H-NMR, 13C-NMR, MS and LC-MS to confirm its structure and purity.

References

[1] Journal of Medicinal Chemistry, 2016, vol. 59, # 5, p. 2222 - 2243
[2] Patent: WO2017/63910, 2017, A1. Location in patent: Page/Page column 20-21
[3] Journal of Organic Chemistry, 2001, vol. 66, # 23, p. 7575 - 7587
[4] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 17, p. 4371 - 4373
[5] Journal of Organic Chemistry, 2016, vol. 81, # 3, p. 956 - 968

(3S)-2-CARBOBENZOXY-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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(3S)-2-CARBOBENZOXY-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID Suppliers

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View Lastest Price from (3S)-2-CARBOBENZOXY-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID manufacturers

Career Henan Chemical Co
Product
(3S)-2-CARBOBENZOXY-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID 79261-58-8
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100KG
Release date
2020-01-03

79261-58-8, (3S)-2-CARBOBENZOXY-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACIDRelated Search:

N-Cbz-L-Threonine (S)-1,2,3,4-TETRAHYDROISOQUINOLINE-3-METHANOL H-TIC-OH D-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid 2-Amino-2-methyl-3-phenylpropionic acid CHEMBRDG-BB 4014463 (S)-1,2,3,4-TETRAHYDROISOQUINOLINE-3-METHANOL 2-METHYL-1,2,3,4-TETRAHYDRO-ISOQUINOLINE-3-CARBOXYLIC ACID HYDROCHLORIDE (3S)-2-CARBOBENZOXY-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID N-ALPHA-CARBOBENZOXY-7-HYDROXY-L-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID Cbz-N-methyl-L-phenylalanine

  • (S)-(+)-N-CBZ-1,2,3,4-TERTRAHYDRO ISOQUINOLINE-3-CARBOXYLIC ACID
  • N-ALPHA-CARBOBENZOXY-L-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID
  • (3S)-2-CARBOBENZOXY-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID
  • (3S)-2-CBZ-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID
  • (S)-(+)-2-(BENZYLOXYCARBONYL)-1,2,3,4-TETRAHYDRO-3-ISOQUINOLINECARBOXYLIC ACID
  • (3S)-2-phenylmethoxycarbonyl-3,4-dihydro-1H-isoquinoline-3-carboxylic acid
  • CBZ-L-7-HYDROXY-(3S)-2-CARBOBENZOXY-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID
  • Z-L-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID
  • Z-TIC-OH
  • Z-[3S]-1,2,3,4-TETRAHYDROISOQUINOLENE-3-CARBOXYLIC ACID
  • Z-D-[3S]-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID
  • (S)-N-Benzyloxycarbonyl-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid
  • (S)-(+)-2-(BENZYLOXYCARBONYL)-TETRAHY-DR O-3-ISOQUINOLINECARBOXYLIC ACID, 97%
  • (3S)-2-[Benzyloxycarbonyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid,97%
  • (S)-2-(Benzyloxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
  • (S)-(+)-N-Cbz-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
  • 2N-Boc-1,2,3,4-tetrahydroisoquinolene-3S-carboxylic acid
  • Cbz-L-Tic-OH
  • (3<i>S</i>)-2-Carbobenzoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic Acid
  • (S)-N-Benzyloxycarbonyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
  • (3S)-2-[BENZYLOXYCARBONYL]-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID
  • (3S)-2-phenylmethoxycarbonyl-3,4-dihydro-1H-isoquinoline-3-carboxylate
  • (3S)-2-Carbobenzoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic Acid &gt
  • 2,3(1H)-Isoquinolinedicarboxylic acid, 3,4-dihydro-, 2-(phenylmethyl) ester, (3S)-
  • (3S)-2-Carbobenzoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylicaci
  • (3S)-2-CARBOBENZOXY-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID USP/EP/BP
  • 79261-58-8
  • C18H17NO4
  • CARBOXYLIC ACID
  • Chiral Building Blocks
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