CAS 70642-86-3

Boc-D-Tyrosine

Description:

Boc-D-Tyrosine, with the CAS number 70642-86-3, is a derivative of the amino acid tyrosine, which is commonly used in peptide synthesis and as a building block in organic chemistry. The "Boc" (tert-butyloxycarbonyl) group is a protective group that shields the amino functionality of the tyrosine residue during chemical reactions, allowing for selective modifications of other functional groups. This compound typically appears as a white to off-white solid and is soluble in organic solvents such as dichloromethane and dimethylformamide, but less soluble in water. Boc-D-Tyrosine retains the essential characteristics of tyrosine, including the presence of a phenolic hydroxyl group, which can participate in various chemical reactions, such as oxidation or coupling reactions. Its use is prevalent in the synthesis of peptides and pharmaceuticals, where the protection of the amino group is crucial for controlling the reaction pathways. Overall, Boc-D-Tyrosine is valued for its stability and versatility in synthetic organic chemistry.

Formula: C₁₄H₁₈NO₅

InChI: InChI=1/C14H19NO5/c1-14(2,3)20-13(19)15-11(12(17)18)8-9-4-6-10(16)7-5-9/h4-7,11,16H,8H2,1-3H3,(H,15,19)(H,17,18)/p-1/t11-/m1/s1

SMILES: CC(C)(C)OC(=N[C@H](Cc1ccc(cc1)[O-])C(=O)O)O

Synonyms:

• N-(tert-Butoxycarbonyl)-D-tyrosine
• Boc-D-Tyr-OH
• (2R)-2-[(tert-butoxycarbonyl)amino]-3-(4-hydroxyphenyl)propanoate

Boc-D-Tyr-OH

CAS: 70642-86-3

Formula: C₁₄H₁₉NO₅

Purity: 98%

Color and Shape: Solid

Molecular weight: 281.3044

Ref: IN-DA005TGS

Boc-D-Tyr-OH

CAS: 70642-86-3

Molecular weight: 281.30

Ref: 7W-GM7017

Boc-D-Tyrosine

CAS: 70642-86-3

Boc-D-Tyrosine

Purity: 98%

Molecular weight: 281.30g/mol

Ref: 54-OR1012509

N-(tert-Butoxycarbonyl)-D-tyrosine

CAS: 70642-86-3

Formula: C₁₄H₁₉NO₅

Purity: >98.0%(T)(HPLC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 281.31

Ref: 3B-B2963

Boc-D-Tyr-OH

CAS: 70642-86-3

M03339 - Boc-D-Tyr-OH

Formula: C₁₄H₁₉NO₅

Purity: 95%

Color and Shape: Solid

Molecular weight: 281.308

Ref: 10-M03339

Boc-D-Tyr-OH

CAS: 70642-86-3

Boc-D-Tyr-OH is a monomer that is used as a building block for the synthesis of sacubitril. It reacts with chlorides in the presence of a base to form Boc-D-Tyr-Cl, which can be converted to sacubitril by removal of the Boc protecting group. Boc-D-Tyr-OH can also be synthesized by reaction of biphenyl and D-Tyr with trifluoromethanesulfonic acid in the presence of a catalyst. This chemical is fluorescent and can be used as an analytical reagent for chromatographic methods. The synthetic process involves ligation of four molecules of tetrapeptides (which are linked by amide bonds) to biphenyl, followed by Suzuki coupling reaction.

Formula: C₁₄H₁₉NO₅

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 281.3 g/mol

Ref: 3D-FB29908

N-Boc-D-tyrosine

Controlled Product

CAS: 70642-86-3

Applications N-Boc-D-tyrosine is an N-Boc-protected form of D-Tyrosine (T899970). D-Tyrosine is an unnatural isomer of L-Tyrosine (T899975) that inhibits metabolic activity of Bacillus subtilis. It is known to exhibit antimetabolic effects on rats as well, inhibiting growth and development. D-Tyrosine is also a chiral precursor to biosynthesized inhibitors that have antiinflammatory effects in humans.
References Champney, W. & Jensen, R.: J. Bacteriol., 98, 205 (1969); Friedman, M.: Nut. Toxicol. Conseq. Food Proc., No vol. given, 447 (1991); Hansford, K., et al.: Chembiochem, 4, 181 (2003)

Formula: C₁₄H₁₉NO₅

Color and Shape: Neat

Molecular weight: 281.3

Ref: TR-B667820