BOC-3-IODO-D-TYR-OH

Base Information

• Chemical Name: BOC-3-IODO-D-TYR-OH
• CAS No.: 478183-68-5
• Molecular Formula: C₁₄H₁₈INO₅
• Molecular Weight: 407.205
• Mol file: 478183-68-5.mol

Synonyms:N-ALPHA-BUTOXYCARBONYL-3-IODO-D-TYROSINE;BOC-D-TYR(3-I)-OH;BOC-D-3-IODOTYROSINE;BOC-3-IODO-D-TYR-OH;BOC-3-IODO-D-TYROSINE;(R)-2-(tert-butoxycarbonylamino)-3-(4-hydroxy-3-iodophenyl)propanoic acid

Chemical Property of BOC-3-IODO-D-TYR-OH

Chemical Property:

• PSA: 95.86000
• LogP: 2.90810
• Storage Temp.: Store at 0-5°C

Purity/Quality:

98%Min ^*data from raw suppliers

Boc-D-Tyr(3-I)-OH 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BOC-3-IODO-D-TYR-OH

There total 11 articles about BOC-3-IODO-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) + (R)-2-amino-3-(4-hydroxy-3-iodophenyl)propanoic acid (25799-58-0) → (R)-2-((tert-butoxycarbonyl)amino)-3-(4-hydroxy-3-iodophenyl)propanoic acid (478183-68-5)

Guidance literature:

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

DOI:10.1002/chem.202100989

Reference yield: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + 3-Iodo-L-tyrosine (70-78-0) → N-tert-butyloxycarbonyl-3-iodo-L-tyrosine (71400-63-0,478183-68-5)

Guidance literature:

With triethylamine; In 1,4-dioxane; water; at 20 ℃;

DOI:10.1002/chem.201000924

Reference yield: 100.0%

Boc-Tyr-OH (3978-80-1) → N-tert-butyloxycarbonyl-3-iodo-L-tyrosine (71400-63-0,478183-68-5)

Guidance literature:

Boc-Tyr-OH; With sodium hydroxide; sodium iodide; In methanol;

With sodium hypochlorite; In methanol; at 4 ℃; for 2h; Further stages.;

DOI:10.1016/j.tetlet.2004.03.112

upstream raw materials:

methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-hydroxy-3-iodophenyl)propanoate

di-tert-butyl dicarbonate

3-Iodo-L-tyrosine

Boc-Tyr-OH

Downstream raw materials:

(R)-2-((tert-butoxycarbonyl)(methyl)amino)-3-(4-((tert-butyldimethylsilyl)oxy)-3-iodophenyl)propanoic acid

(R)-methyl 3-(4-((tert-butyldimethylsilyl)oxy)-3-iodophenyl)-2-(methylamino)propanoate

(R)-2-[(2-tert-Butoxycarbonylamino-acetyl)-methyl-amino]-3-(3-iodo-4-triisopropylsilanyloxy-phenyl)-propionic acid methyl ester

(R)-2-[(2-tert-Butoxycarbonylamino-acetyl)-methyl-amino]-3-(3-iodo-4-triisopropylsilanyloxy-phenyl)-propionic acid

Refernces

• 1、 Kim, Thomas Taehyung,Lee, Chungwoo,Heo, Seongrok,Lee, Hee-Seung,Han, Sunkyu. "Synthesis of Pentacyclic Framework of Herquline A". supporting information. p. 3882 - 3885. Retrieved 2021/10/14.
• 2、 He, Chi,Stratton, Thomas P.,Baran, Phil S.. "Concise Total Synthesis of Herqulines B and C". supporting information. p. 29 - 32. Retrieved 2019/01/16.