2,3-Azetidinedicarboxylicacid,(2S-trans)-(9CI)

Base Information

• Chemical Name: 2,3-Azetidinedicarboxylicacid,(2S-trans)-(9CI)
• CAS No.: 147235-92-5
• Molecular Formula: C₅H₇NO₄
• Molecular Weight: 145.115
• Mol file: 147235-92-5.mol

Synonyms:2,3-Azetidinedicarboxylicacid, (2S-trans)- (9CI)

Chemical Property of 2,3-Azetidinedicarboxylicacid,(2S-trans)-(9CI)

Chemical Property:

• PSA: 0.00000
• LogP: 0.00000

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3-Azetidinedicarboxylicacid,(2S-trans)-(9CI)

There total 10 articles about 2,3-Azetidinedicarboxylicacid,(2S-trans)-(9CI) 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%

dimethyl 1-(tert-butoxycarbonyl)azetidine-cis-2,3-dicarboxylate → azetidine-cis-2,3-dicarboxylic acid (147235-92-5)

Guidance literature:

With hydrogenchloride; acetic acid; at 50 ℃; for 72h; Heating;

DOI:10.1248/cpb.51.96

Reference yield:

C12H13NO6S → (2R,3S)-azetidine-2,3-dicarboxylic acid (147332-13-6,147235-92-5)

Guidance literature:

With sodium naphthalenide; In tetrahydrofuran; at -78 - 0 ℃;

DOI:10.1016/j.tet.2008.08.001

Reference yield:

pyridine (110-86-1) → azetidine-cis-2,3-dicarboxylic acid (147235-92-5)

Guidance literature:

Multi-step reaction with 7 steps

1: NaBH₄ / diethyl ether; methanol / 1 h / -73 °C

2: 85 percent / CH₂Cl₂ / 48 h / UV-irradiation

3: aq. NaOH / ethanol / 24 h / Heating

4: 746 mg / ethanol; H₂O; diethyl ether / 48 h

5: RuO₂*xH₂O; aq. NaIO₄ / ethyl acetate / 23 h / 0 °C

6: 660 mg / methanol

7: 85 percent / aq. HCl; AcOH / 72 h / 50 °C / Heating

With hydrogenchloride; ruthenium(IV) oxide; sodium hydroxide; sodium tetrahydroborate; sodium periodate; acetic acid; In methanol; diethyl ether; ethanol; dichloromethane; water; ethyl acetate;

DOI:10.1248/cpb.51.96

upstream raw materials:

pyridine

2-aza-bicyclo[2.2.0]hex-5-ene

1-(methoxycarbonyl)-1,2-dihydropyridine

2-methyloxycarbonyl-2-azabicyclo<2.2.0>hexa-5-ene

Refernces

• 1、 Arakawa, Yasushi,Murakami, Tomoaki,Arakawa, Yukimi,Yoshifuji, Shigeyuki. "Stereospecific synthesis of azetidine-cis-2,3-dicarboxylic acid". . p. 96 - 97. Retrieved 2007/10/03.
• 2、 -. "Azetidine derivatives, compositions and methods of treating". . . Retrieved 2008/06/13.