Boc-D-Tyr-OH

Base Information

• Chemical Name: Boc-D-Tyr-OH
• CAS No.: 70642-86-3
• Molecular Formula: C14H19 N O5
• Molecular Weight: 281.309
• Hs Code.: 2924299090
• Mol file: 70642-86-3.mol

Synonyms:(R)-N-tert-Butoxycarbonyltyrosine;BOC-D-Tyrosine; N-tert-Butoxycarbonyl-D-tyrosine; tert-Butoxycarbonyl-D-tyrosine;tert-Butyloxycarbonyl-D-tyrosine

Chemical Property of Boc-D-Tyr-OH

Chemical Property:

• Appearance/Colour: White to off-white microcrystalline powder
• Vapor Pressure: 3.23E-10mmHg at 25°C
• Melting Point: 135-140 ºC
• Refractive Index: -2.0 ° (C=2, AcOH)
• Boiling Point: 484.9ºC at 760 mmHg
• PKA: 2.98±0.10(Predicted)
• Flash Point: 247.1ºC
• PSA: 95.86000
• Density: 1.1755 (rough estimate)
• LogP: 2.30350
• Storage Temp.: Store at RT.
• Solubility.: Acetic Acid (Slightly), DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: insoluble

Purity/Quality:

99% ^*data from raw suppliers

Boc-D-Tyr-OH ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25-22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 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.

Technology Process of Boc-D-Tyr-OH

There total 10 articles about Boc-D-Tyr-OH 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: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + tyrosine (556-02-5,18875-48-4,25619-78-7,30704-25-7) → N-(tert-butoxycarbonyl)-D-tyrosine (70642-86-3)

Guidance literature:

With triethylamine; In 1,4-dioxane; water; at 0 ℃; for 8h; Inert atmosphere;

DOI:10.1002/chem.202100989

Reference yield: 88.0%

tyrosine (556-02-5,18875-48-4,25619-78-7,30704-25-7) → N-(tert-butoxycarbonyl)-D-tyrosine (70642-86-3)

Guidance literature:

Reference yield:

N-(tert-butyloxycarbonyl) azide (1070-19-5) + tyrosine methyl ester hydrochloride (3417-91-2,3728-20-9,68697-61-0) → Boc-Tyr-OH (3978-80-1) + N-(tert-butoxycarbonyl)-D-tyrosine (70642-86-3)

Guidance literature:

With pyridine; triethylamine; Yield given. Yields of byproduct given;

upstream raw materials:

N-(tert-butyloxycarbonyl) azide

tyrosine methyl ester hydrochloride

H-L-Leu-NH₂

Boc(D)TyrCam

Downstream raw materials:

Suc-D-Tyr-D-Leu-D-Val-pNA

Suc-D-Tyr-L-Leu-D-Val-pNA

Suc-D-Tyr-D-Leu-L-Val-pNA

Suc-D-Tyr-L-Leu-L-Val-pNA

Refernces

• 1、 Chen, Jason S.,Dik, David A.,Schultz, Peter G.,Webb, Bill,Zhang, Nan. "Semisynthesis of a Bacterium with Non-canonical Cell-Wall Cross-Links". supporting information. p. 10910 - 10913. Retrieved 2020/07/08.
• 2、 Nakajima, Daisuke,Sueyoshi, Kosuke,Orihara, Kensuke,Teruya, Toshiaki,Yokoshima, Satoshi. "Synthesis of Majusculamides A and B". supporting information. p. 924 - 927. Retrieved 2019/05/10.