1-benzyl 3-tert-butyl azetidine-1,3-dicarboxylate

Base Information

• Chemical Name: 1-benzyl 3-tert-butyl azetidine-1,3-dicarboxylate
• CAS No.: 1236144-51-6
• Molecular Formula: C16H21NO4
• Molecular Weight: 291.347
• Hs Code.: 2933990090
• Mol file: 1236144-51-6.mol

Synonyms:1-benzyl 3-tert-butyl azetidine-1,3-dicarboxylate

Chemical Property of 1-benzyl 3-tert-butyl azetidine-1,3-dicarboxylate

Chemical Property:

• PSA: 55.84000
• LogP: 2.53460
• Storage Temp.: 2-8°C

Purity/Quality:

99%min. ^*data from raw suppliers

1-Benzyl3-tert-ButylAzetidine-1,3-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-benzyl 3-tert-butyl azetidine-1,3-dicarboxylate

There total 4 articles about 1-benzyl 3-tert-butyl azetidine-1,3-dicarboxylate 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%

tert-butyl alcohol (75-65-0) + 1-benzyloxycarbonyl-3-azetidinecarboxylic acid (97628-92-7) → O1-benzyl-O3-tert-butylazetidine-1,3-dicarboxylate (1236144-51-6)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 18h;

Reference yield:

O1-benzyl-O3-methylazetidine-1,3-dicarboxylate (757239-60-4) + tert-butyl alcohol (75-65-0) → O1-benzyl-O3-tert-butylazetidine-1,3-dicarboxylate (1236144-51-6)

Guidance literature:

O₁-benzyl-O₃-methylazetidine-1,3-dicarboxylate; With methanol; sodium hydroxide; at 20 ℃; for 3h;

tert-butyl alcohol; With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 3h;

Reference yield:

N-(Benzyloxycarbonyloxy)succinimide (13139-17-8) → O1-benzyl-O3-tert-butylazetidine-1,3-dicarboxylate (1236144-51-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydrogencarbonate / water; tetrahydrofuran / 20 °C

2: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 - 20 °C

With dmap; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane; water;

upstream raw materials:

tert-butyl alcohol

1-benzyloxycarbonyl-3-azetidinecarboxylic acid

N-(Benzyloxycarbonyloxy)succinimide

O₁-benzyl-O₃-methylazetidine-1,3-dicarboxylate

Downstream raw materials:

tert-butyl azetidine-3-carboxylate acetic acid salt

1-((benzyloxy)carbonyl)-3-phenylazetidine-3-carboxylic acid

tert-butyl 1-(4-(5-(3-(pyridin-2-yl)-4-(trifluoromethyl)isoxazol-5-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidine-3-carboxylate

tert-butyl 1-(4-(5-(5-phenyl-4-(trifluoromethyl)isoxazol-3-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidine-3-carboxylate

Refernces

• 1、 Watterson, Scott H.,Guo, Junqing,Spergel, Steve H.,Langevine, Charles M.,Moquin, Robert V.,Shen, Ding Ren,Yarde, Melissa,Cvijic, Mary Ellen,Banas, Dana,Liu, Richard,Suchard, Suzanne J.,Gillooly, Kathleen,Taylor, Tracy,Rex-Rabe, Sandra,Shuster, David J.,McIntyre, Kim W.,Cornelius, Georgia,D'Arienzo, Celia,Marino, Anthony,Balimane, Praveen,Warrack, Bethanne,Salter-Cid, Luisa,McKinnon, Murray,Barrish, Joel C.,Carter, Percy H.,Pitts, William J.,Xie, Jenny,Dyckman, Alaric J.. "Potent and Selective Agonists of Sphingosine 1-Phosphate 1 (S1P1): Discovery and SAR of a Novel Isoxazole Based Series". . p. 2820 - 2840. Retrieved 2016/04/10.
• 2、 -. "SUBSTITUTED 3-PHENYL-1,2,4-OXADIAZOLE COMPOUNDS". Page/Page column 45. . Retrieved 2012/02/05.