(R)-N-tert-butoxycarbonyl-4'-hydroxy-3',5'-diiodophenylglycine methyl ester

Base Information

• Chemical Name: (R)-N-tert-butoxycarbonyl-4'-hydroxy-3',5'-diiodophenylglycine methyl ester
• CAS No.: 872877-06-0
• Molecular Formula: C₁₄H₁₇I₂NO₅
• Molecular Weight: 533.102
• Mol file: 872877-06-0.mol

Synonyms:(R)-N-tert-butoxycarbonyl-4'-hydroxy-3',5'-diiodophenylglycine methyl ester

Chemical Property of (R)-N-tert-butoxycarbonyl-4'-hydroxy-3',5'-diiodophenylglycine methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-N-tert-butoxycarbonyl-4'-hydroxy-3',5'-diiodophenylglycine methyl ester

There total 5 articles about (R)-N-tert-butoxycarbonyl-4'-hydroxy-3',5'-diiodophenylglycine methyl ester 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: 85.0%

N-α-tert-butoxycarbonyl-4′-hydroxy-3′,5′-diiodo-D-phenylglycine (173383-08-9) + diazomethyl-trimethyl-silane (18107-18-1) → (R)-N-tert-butoxycarbonyl-4'-hydroxy-3',5'-diiodophenylglycine methyl ester (872877-06-0)

Guidance literature:

In methanol; benzene; at 20 ℃; for 1h;

DOI:10.1248/cpb.53.1277

Reference yield:

(R)-methyl 2-((tert-butoxycarbonyl)amino)-2-(4-hydroxyphenyl)acetate (143323-49-3,141518-55-0) → (R)-N-tert-butoxycarbonyl-4'-hydroxy-3',5'-diiodophenylglycine methyl ester (872877-06-0)

Guidance literature:

(R)-methyl 2-((tert-butoxycarbonyl)amino)-2-(4-hydroxyphenyl)acetate; With sodium periodate; sodium chloride; In water; acetic acid; for 0.25h;

With potassium iodide; In water; acetic acid; at 0 - 40 ℃; for 6h;

DOI:10.1016/j.polymer.2011.06.010

Reference yield:

D-4-hydroxyphenylglycine (22818-40-2) → (R)-N-tert-butoxycarbonyl-4'-hydroxy-3',5'-diiodophenylglycine methyl ester (872877-06-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / iodine monochloride; AcOH / 72 h / 20 °C

2: 100 percent / Et₃N / dioxane; H₂O / 2 h

3: 85 percent / methanol; benzene / 1 h / 20 °C

With Iodine monochloride; acetic acid; triethylamine; In 1,4-dioxane; methanol; water; benzene;

DOI:10.1248/cpb.53.1277

upstream raw materials:

N-α-tert-butoxycarbonyl-4′-hydroxy-3′,5′-diiodo-D-phenylglycine

diazomethyl-trimethyl-silane

D-4-hydroxyphenylglycine

(R)-4'-hydroxy-3',5'-diiodophenylglycine

Downstream raw materials:

C₃₅H₂₉NO₅

C₃₅H₂₉NO₅

C₄₁H₄₅NO₅Si₂

C₄₁H₄₅NO₅Si₂