ChemicalBook--->CAS DataBase List--->2130-96-3

2130-96-3

2130-96-3 Structure

2130-96-3 Structure
IdentificationMore
[Name]

Boc-O-benzyl-L-tyrosine
[CAS]

2130-96-3
[Synonyms]

BOC-L-TYR(BZL)-OH
BOC-O-BENZYL-L-TYR
BOC-O-BENZYL-L-TYROSINE
BOC-(S)-2-AMINO-3-(4'-BENZYLOXYPHENYL)PROPANOIC ACID
BOC-TYR(BZL)
BOC-TYR(BZL)-OH
BOC-TYROSINE(BZL)-OH
N-ALPHA-T-BOC-O-BENZYL-L-TYROSINE
N-ALPHA-T-BUTOXYCARBONYL-O-BENZYL-L-TYROSINE
N-ALPHA-TERT-BUTYLOXYCARBONYL-O-BENZYL-L-TYROSINE
N-BOC-O-BENZYL-L-TYROSINE
N-T-BUTOXYCARBONYL-O-BENZYL-L-TYROSINE
N-TERT-BUTOXYCARBONYL-O-BENZYL-L-TYRISINE
N-(TERT-BUTOXYCARBONYL)-O-BENZYL-L-TYROSINE
T-BUTYLOXYCARBONYL-O-BENZYL-L-TYROSINE
Butoxycarbonylbenzyltyrisine
N-T-boc-O-benzyl-L-tyrosine crystalline
O-benzyl-N-[(tert-butoxy)carbonyl]-L-tyrosine
Boc-L-Tyr(Bzl)
N-ALPHA-TERT-BUTYLOXYCABONYL-O-BENZYL-L-TYROSINE
[EINECS(EC#)]

218-349-4
[Molecular Formula]

C21H25NO5
[MDL Number]

MFCD00065597
[Molecular Weight]

371.43
[MOL File]

2130-96-3.mol
Chemical PropertiesBack Directory
[Melting point ]

110-112 °C
[alpha ]

27 º (c=2% in ethanol)
[Boiling point ]

552.4±50.0 °C(Predicted)
[density ]

1.185±0.06 g/cm3(Predicted)
[refractive index ]

29.5 ° (C=2, EtOH)
[storage temp. ]

2-8°C
[solubility ]

almost transparency in EtOH
[form ]

Powder or Crystalline Powder
[pka]

2.99±0.10(Predicted)
[color ]

White
[Optical Rotation]

[α]20/D +27.0±1.5°, c = 2% in ethanol
[BRN ]

2227416
[Major Application]

peptide synthesis
[InChI]

1S/C21H25NO5/c1-21(2,3)27-20(25)22-18(19(23)24)13-15-9-11-17(12-10-15)26-14-16-7-5-4-6-8-16/h4-12,18H,13-14H2,1-3H3,(H,22,25)(H,23,24)/t18-/m0/s1
[InChIKey]

ZAVSPTOJKOFMTA-SFHVURJKSA-N
[SMILES]

CC(C)(C)OC(=O)N[C@@H](Cc1ccc(OCc2ccccc2)cc1)C(O)=O
[CAS DataBase Reference]

2130-96-3(CAS DataBase Reference)
Safety DataBack Directory
[Safety Statements ]

S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
[WGK Germany ]

3
[HS Code ]

29242990
[Storage Class]

11 - Combustible Solids
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethyl acetate-->1,4-Dioxane-->H-Tyr(Bzl)-OH-->BOC-L-Tyrosine-->Di-tert-butyl dicarbonate-->Benzyl bromide-->Benzyl chloride-->L-Tyrosine-->Sodium Methoxide-->Methanol
[Preparation Products]

BOC-L-Tyrosine-->4-Benzyloxy-DL-phenylalanine
Hazard InformationBack Directory
[Chemical Properties]

Light yellow powder
[Uses]

Boc-Tyr(Bzl)-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.
[reaction suitability]

reaction type: Boc solid-phase peptide synthesis
[Synthesis]

BOC-L-Tyrosine

3978-80-1

Benzyl bromide

100-39-0

Boc-O-benzyl-L-tyrosine

2130-96-3

Example 2: To a solution of N-Boc-L-tyrosine (281 mg, 1.0 mmol) in methanol (0.5 mL) was added 28% sodium methanol-methanol solution (0.42 mL, 2.1 mmol) and benzyl bromide (162 μL, 1.4 mmol). The reaction mixture was stirred at 40 °C for 3 hours. After completion of the reaction, water (2 mL) was added to homogenize the system and the reaction system was analyzed by high performance liquid chromatography (HPLC). The analysis confirmed the generation of the target product (S)-3-(4-(benzyloxy)phenyl)-2-((tert-butoxycarbonyl)amino)propionic acid (353 mg, 95% conversion).

[References]

[1] Patent: US2005/283021, 2005, A1. Location in patent: Page/Page column 6
[2] European Journal of Organic Chemistry, 2015, vol. 2015, # 14, p. 3057 - 3062
[3] European Journal of Medicinal Chemistry, 2016, vol. 114, p. 318 - 327
[4] Patent: CN107954937, 2018, A. Location in patent: Paragraph 0032-0034
Spectrum DetailBack Directory
[Spectrum Detail]

Boc-O-benzyl-L-tyrosine(2130-96-3)MS
Boc-O-benzyl-L-tyrosine(2130-96-3)1HNMR
Boc-O-benzyl-L-tyrosine(2130-96-3)13CNMR
Boc-O-benzyl-L-tyrosine(2130-96-3)IR1
Boc-O-benzyl-L-tyrosine(2130-96-3)IR2
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

N-Boc-O-benzyl-L-tyrosine, 98%(2130-96-3)
[Sigma Aldrich]

2130-96-3(sigmaaldrich)
[TCI AMERICA]

N-(tert-Butoxycarbonyl)-O-benzyl-L-tyrosine,>98.0%(T)(2130-96-3)
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