(2R,2'R)-dimethyl 2,2'-((2-iodo-1,3-phenylene)bis(oxy))dipropanoate

Base Information

• Chemical Name: (2R,2'R)-dimethyl 2,2'-((2-iodo-1,3-phenylene)bis(oxy))dipropanoate
• CAS No.: 1255651-99-0
• Molecular Formula: C₁₄H₁₇IO₆
• Molecular Weight: 408.19
• Mol file: 1255651-99-0.mol

Synonyms:(2R,2'R)-dimethyl 2,2'-((2-iodo-1,3-phenylene)bis(oxy))dipropanoate

Chemical Property of (2R,2'R)-dimethyl 2,2'-((2-iodo-1,3-phenylene)bis(oxy))dipropanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,2'R)-dimethyl 2,2'-((2-iodo-1,3-phenylene)bis(oxy))dipropanoate

There total 2 articles about (2R,2'R)-dimethyl 2,2'-((2-iodo-1,3-phenylene)bis(oxy))dipropanoate 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: 88.0%

(S)-Methyl lactate (27871-49-4,2155-30-8) + 2-iodoresorcinol (41046-67-7) → (2R,2'R)-dimethyl 2,2'-((2-iodo-1,3-phenylene)bis(oxy))dipropanoate (1255651-99-0)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1002/anie.201507180

Reference yield:

recorcinol (108-46-3) → (2R,2'R)-dimethyl 2,2'-((2-iodo-1,3-phenylene)bis(oxy))dipropanoate (1255651-99-0)

Guidance literature:

Multi-step reaction with 2 steps

1: iodine; sodium hydrogencarbonate / water / 0.5 h / 0 - 20 °C

2: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

With di-isopropyl azodicarboxylate; iodine; sodium hydrogencarbonate; triphenylphosphine; In tetrahydrofuran; water;

DOI:10.1002/anie.201507180

Reference yield: 100.0%

(2R,2'R)-dimethyl 2,2'-((2-iodo-1,3-phenylene)bis(oxy))dipropanoate (1255651-99-0) → (2R,2′R)-2,2′-((2-iodo-1,3-phenylene)bis(oxy))dipropanoic acid (1226896-33-8)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 5h;

DOI:10.1002/anie.202005181

upstream raw materials:

(S)-Methyl lactate

2-iodoresorcinol

recorcinol

Downstream raw materials:

dimethyl-2,2'-((2-(diacetoxy-λ³-iodanyl)-1,3-phenylene)bis(oxy))(2R,2'R)-dipropionate

(2R,2′R)-2,2′-((2-iodo-1,3-phenylene)bis(oxy))dipropanoic acid

(2R,2'R)-2,2'-((2-iodo-1,3-phenylene)bis(oxy))bis(N-mesitylpropanamide)

(2,6-bis(((R)-1-(mesitylamino)-1-oxopropan-2-yl)oxy)-phenyl)-λ³-iodanediyl diacetate

Refernces

• 1、 Hokamp, Tobias,Wirth, Thomas. "Hypervalent Iodine(III)-Catalysed Enantioselective α-Acetoxylation of Ketones". supporting information. p. 10417 - 10421. Retrieved 2020/07/24.
• 2、 Gao, Wen-Chao,Xiong, Zi-Yue,Pirhaghani, Shafigh,Wirth, Thomas. "Enantioselective Electrochemical Lactonization Using Chiral Iodoarenes as Mediators". supporting information. p. 276 - 284. Retrieved 2019/01/04.