(S)-tert-butyl 3-formylpyrrolidine-1-carboxylate

Base Information

• Chemical Name: (S)-tert-butyl 3-formylpyrrolidine-1-carboxylate
• CAS No.: 191348-04-6
• Molecular Formula: C₁₀H₁₇NO₃
• Molecular Weight: 199.25
• European Community (EC) Number: 635-408-3,635-409-9
• DSSTox Substance ID: DTXSID40363863
• Wikidata: Q72479454
• Mol file: 191348-04-6.mol

Synonyms:191348-04-6;(S)-tert-butyl 3-formylpyrrolidine-1-carboxylate;tert-butyl (3S)-3-formylpyrrolidine-1-carboxylate;(S)-1-Boc-3-pyrrolidinecarbaldehyde;(3S)-3-FORMYL-1-PYRROLIDINECARBOXYLIC ACID TERT-BUTYL ESTER;1-Pyrrolidinecarboxylic acid, 3-formyl-, 1,1-dimethylethyl ester, (S)-;1-Pyrrolidinecarboxylic acid, 3-formyl-, 1,1-dimethylethyl ester, (3S)-;tert-butyl (3R)-3-formylpyrrolidine-1-carboxylate;(S)-tert-Butyl3-formylpyrrolidine-1-carboxylate;SCHEMBL35456;DTXSID40363863;(S)-3-formyl-1-Boc-pyrrolidine;AMY23744;MFCD14635729;AKOS016009921;BS-49519;CS-0079694;EN300-6289948;(S)-3-Formylpyrrolidine-1-carboxylic Acid t-Butyl Ester;(S)-3-Formyl-pyrrolidine-1-carboxylic acid t-butyl ester;(S)-3-formylpyrrolidine-1 -carboxylic acid t-butyl ester

Chemical Property of (S)-tert-butyl 3-formylpyrrolidine-1-carboxylate

Chemical Property:

• Boiling Point: 276.3±33.0 °C(Predicted)
• PKA: -2.44±0.40(Predicted)
• PSA: 46.61000
• Density: 1.148
• LogP: 1.38020
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 199.12084340
• Heavy Atom Count: 14
• Complexity: 232

Purity/Quality:

98% ^*data from raw suppliers

(S)-tert-Butyl3-formylpyrrolidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC(C1)C=O
• Isomeric SMILES: CC(C)(C)OC(=O)N1CC[C@@H](C1)C=O
• Uses: (S)-tert-Butyl 3-formylpyrrolidine-1-carboxylate is a useful research chemical.

Technology Process of (S)-tert-butyl 3-formylpyrrolidine-1-carboxylate

There total 38 articles about (S)-tert-butyl 3-formylpyrrolidine-1-carboxylate 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: 93.0%

tert-butyl 3-(hydroxymethyl)pyrrolidine-1-carboxylate (114214-69-6) → tert-butyl 3-formylpyrrolidine-1-carboxylate (59379-02-1,191348-04-6)

Guidance literature:

With manganese(IV) oxide; In dimethyl sulfoxide; at 20 ℃; for 24h; Solvent; Reagent/catalyst;

Reference yield:

tert-butyl 3-(methoxy(methyl)carbamoyl)pyrrolidine-1-carboxylate (569667-93-2) → tert-butyl 3-formylpyrrolidine-1-carboxylate (59379-02-1,191348-04-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 2h; Inert atmosphere;

Reference yield:

carbon monoxide (201230-82-2) + N-(tert-butoxycarbonyl)-2,3-dihydropyrrole (73286-71-2) → N-(tert-butoxycarbonyl)pyrrolidine-2-carboxaldehyde (59378-82-4,117625-90-8) + tert-butyl 3-formylpyrrolidine-1-carboxylate (59379-02-1,191348-04-6)

Guidance literature:

With tris(2,4-di-tert-butylphenyl)phosphite; hydrogen; acetylacetonatodicarbonylrhodium(l); In toluene; at 50 ℃; for 4h; under 7500.75 Torr; Further Variations:; Reagents; Product distribution;

DOI:10.1039/b315709a

upstream raw materials:

carbon monoxide

N-(tert-butoxycarbonyl)-3-pyrroline

N-(tert-butoxycarbonyl)-2,3-dihydropyrrole

di-tert-butyl dicarbonate

Downstream raw materials:

1-boc-pyrrolidine-3-carboxylic acid

(±)-tert-butyl 3-(((2-(trifluoromethyl)phenyl)amino)methyl)pyrrolidine-1-carboxylate

Refernces

• 1、 Ning, Xiang-Li,Li, Yu-Zhi,Huo, Cui,Deng, Ji,Gao, Cheng,Zhu, Kai-Rong,Wang, Miao,Wu, Yu-Xiang,Yu, Jun-Lin,Ren, Ya-Li,Luo, Zong-Yuan,Li, Gen,Chen, Yang,Wang, Si-Yao,Peng, Cheng,Yang, Ling-Ling,Wang, Zhou-Yu,Wu, Yong,Qian, Shan,Li, Guo-Bo. "X-ray Structure-Guided Discovery of a Potent, Orally Bioavailable, Dual Human Indoleamine/Tryptophan 2,3-Dioxygenase (hIDO/hTDO) Inhibitor That Shows Activity in a Mouse Model of Parkinson’s Disease". supporting information. p. 8303 - 8332. Retrieved 2021/06/30.
• 2、 -. "CDK9 Kinase inhibitors". Paragraph 0197-0199. . Retrieved 2021/11/21.