H-D-TYR-OTBU

Base Information

• Chemical Name: H-D-TYR-OTBU
• CAS No.: 87553-74-0
• Molecular Formula: C₁₃H₁₉NO₃
• Molecular Weight: 237.299
• Mol file: 87553-74-0.mol

Synonyms:D-Tyrosinetert-butyl ester;H-D-Tyr-OtBu;

Chemical Property of H-D-TYR-OTBU

Chemical Property:

• Vapor Pressure: 1.26E-05mmHg at 25°C
• Melting Point: 142-143℃
• Refractive Index: 1.539
• Boiling Point: 358.1 °C at 760 mmHg
• PKA: 9.80±0.15(Predicted)
• Flash Point: 170.4 °C
• PSA: 72.55000
• Density: 1.125 g/cm³
• LogP: 2.30400
• Storage Temp.: 2-8°C
• Water Solubility.: Very slightly soluble in cold water.

Purity/Quality:

98%Min ^*data from raw suppliers

D-Tyrosinetert-ButylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36-52
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: D-Tyrosine tert-butyl ester is a 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.

Technology Process of H-D-TYR-OTBU

There total 19 articles about H-D-TYR-OTBU which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

→ Tyr(tBu) (16874-12-7,87553-74-0)

Guidance literature:

Reference yield: 93.0%

(S)-2-amino-3-(4-benzyloxy-phenyl)-tert-butyl-propionic ester (217172-40-2) → Tyr(tBu) (16874-12-7,87553-74-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; at 20 ℃; for 5h;

DOI:10.1016/S0040-4039(00)01443-X

Reference yield: 60.8%

acetic acid tert-butyl ester (540-88-5) + L-tyrosine (60-18-4,18875-48-4,25619-78-7,30704-25-7) → Tyr(tBu) (16874-12-7,87553-74-0)

Guidance literature:

With perchloric acid; at 20 ℃; for 12h;

DOI:10.1021/ja111312h

upstream raw materials:

L-tyrosine

isobutene

(S)-tert-butyl 2-(((benzyloxy)carbonyl)amino)-3-(4-hydroxyphenyl)propanoate hydrate

(S)-2-amino-3-(4-benzyloxy-phenyl)-tert-butyl-propionic ester

Downstream raw materials:

N-benzyltyrosine tert-butyl ester

N,N-dibenzyltyrosine tert-butyl ester

(S)-3-(4-Hydroxy-3-nitro-phenyl)-2-(2,2,2-trifluoro-acetylamino)-propionic acid tert-butyl ester

L-seryl-L-tyrosine tert-butyl ester

Refernces

• 1、 Ghosh, Keshab Ch,Duttagupta, Indranil,Bose, Chandra,Banerjee, Priyanjalee,Gayen, Anuran Kumar,Sinha, Surajit. "Synthesis and anticancer activities of proline-containing cyclic peptides and their linear analogs and congeners". . p. 221 - 236. Retrieved 2019/01/19.
• 2、 Huang, Zheng,Kwon, Ohhyeon,Huang, Haiyan,Fadli, Aziz,Marat, Xavier,Moreau, Magali,Lumb, Jean-Philip. "A Bioinspired Synthesis of Polyfunctional Indoles". supporting information. p. 11963 - 11967. Retrieved 2018/09/11.