N-BOC-L-Prolinal

Base Information

• Chemical Name: N-BOC-L-Prolinal
• CAS No.: 69610-41-9
• Molecular Formula: C10H17NO3
• Molecular Weight: 199.25
• Hs Code.: 29339900
• European Community (EC) Number: 627-548-9
• DSSTox Substance ID: DTXSID20370439
• Nikkaji Number: J187.454C,J2.055.718D
• Wikidata: Q63396124
• Mol file: 69610-41-9.mol

Synonyms:N-BOC-L-Prolinal;69610-41-9;Boc-L-prolinal;(S)-1-Boc-2-Formylpyrrolidine;(S)-tert-butyl 2-formylpyrrolidine-1-carboxylate;tert-butyl (2S)-2-formylpyrrolidine-1-carboxylate;N-(tert-Butoxycarbonyl)-L-prolinal;Boc-prolinal;1-Pyrrolidinecarboxylic acid, 2-formyl-, 1,1-dimethylethyl ester, (2S)-;(S)-N-Boc-pyrrolidine-2-carboxaldehyde;(S)-N-tert-Butoxycarbonyl-2-formylpyrrolidine;MFCD00274186;N-boc-prolinal;N-Boc-L-prolnal;(S)-Boc-prolinal;n-boc-(s)-prolinal;N-t-Boc-L-prolinal;(S)-N-BOC-prolinal;Boc-L-prolinal, 97%;t-butoxycarbonyl-L-prolinal;SCHEMBL40804;tert-butyl (S)-2-formylpyrrolidine-1-carboxylate;tert-butyl(2S)-2-formylpyrrolidine-1-carboxylate;tert-Butoxycarbonyl-L-prolinal;N-tert-butoxycarbonyl-L-prolinal;DTXSID20370439;(S)-N-Boc-2-Formyl-pyrrolidine;N-t-butoxylcarbonyl-(L)-prolinal;YDBPZCVWPFMBDH-QMMMGPOBSA-N;N-t-butyloxycarbonyl-(S)-prolinal;MFCD00801206;AKOS005146339;AKOS015841252;CS-W009096;AC-28280;AS-18511;Boc-L-Pro-PAM resin (100-200 mesh);A9208;AM20100655;EN300-66989;(S)-t-butyl-2-formylpyrrolidine-1-carboxylate;(2S)-N-(tert-butoxycarbonyl)-2-formylpyrrolidine;(5)-tert-butyl 2-formylpyrrolidine-1-carboxylate;tert-butyl (2S)-2-formyl-1-pyrrolidinecarboxylate;J-523515;tert-butyl (25)-2-formylpyrrolidine-1-carboxylate;(S)-1-tert-butoxycarbonyl-pyrrolidine-2-carbaldehyde;1-(tert-Butoxycarbonyl)pyrrolidine-2alpha-carbaldehyde;Q63396124;(2S)-1-(tert-Butoxycarbonyl)pyrrolidine-2-carbaldehyde;(S)-(-)-1-tert-butoxycarbonyl-2-pyrrolidinecarbaldehyde;Z1065768486;(S)-2-formylpyrrolidine-1-carboxylic acid tert-butyl ester;1,1-dimethylethyl (2s)-2-formyl-1-pyrrolidinecarboxylate;(2S)-1-(tert-butyloxycarbonyl)-pyrrolidine-2-carboxaldehyde;(S)-2-formyl-pyrrolidine-1-carboxylic acid tert-butyl ester;(S)-2-Formyl-1-pyrrolidinecarboxylic acid, 1,1-dimethylethyl ester;(S)-2-Formyl-1-pyrrolidinecarboxylic Acid, 1.1-dimethylethyl Ester;N-Boc-L-prolinal;(2S)-2alpha-Formylpyrrolidine-1alpha-carboxylic acid tert-butyl ester

Chemical Property of N-BOC-L-Prolinal

Chemical Property:

• Appearance/Colour: clear light yellow viscous liquid
• Vapor Pressure: 0.00483mmHg at 25°C
• Refractive Index: n20/D 1.462(lit.)
• Boiling Point: 276.3 ºC at 760 mmHg
• PKA: -3.03±0.40(Predicted)
• Flash Point: 120.9 ºC
• PSA: 46.61000
• Density: 1.148 g/cm³
• LogP: 1.52270
• Storage Temp.: Store at 0-5°C
• Sensitive.: Air Sensitive
• Water Solubility.: Slightly soluble water. Soluble in chloroform.
• XLogP3: 1.2
• 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

Boc-L-prolinal ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCCC1C=O
• Isomeric SMILES: CC(C)(C)OC(=O)N1CCC[C@H]1C=O
• Uses: Key building block for norsecurinine-type alkaloids and isaindigotidione carboskeleton.1,2 Key building block for norsecurinine-type alkaloids and isaindigotidione carboskeleton.

Technology Process of N-BOC-L-Prolinal

There total 32 articles about N-BOC-L-Prolinal 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: 100.0%

tert-butyl (2S)-2-{[N-methoxy(N-methyl)amino]carbonyl}pyrrolidine-1-carboxylate (115186-37-3) → Boc-L-Pro-H (69610-41-9,117625-90-8)

Guidance literature:

With lithium aluminium tetrahydride; at 0 ℃; for 0.25h;

DOI:10.1081/NCN-100002563

Reference yield: 100.0%

N-(tert-butoxycarbonyl)-L-prolinol (69610-40-8) → Boc-L-Pro-H (69610-41-9,117625-90-8)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; In triethylamine;

DOI:10.1016/S0957-4166(00)82319-8

Reference yield: 99.0%

N-(tert-butoxycarbonyl)-L-prolinol (69610-40-8) → Boc-L-Pro-H (69610-41-9,117625-90-8)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane;

upstream raw materials:

N-(tert-butoxycarbonyl)-L-prolinol

(S)-N-(tert-butoxycarbonyl)proline methyl ester

carbon monoxide

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

Downstream raw materials:

2-hydroxy-4-methyoxy<1-(tert-butoxycarbonylamino)-2-pyrrolidinyl>benzenemethanol

(S)-2-[(S)-Hydroxy-(2-hydroxy-4-methoxy-phenyl)-methyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

2-hydroxy-3-tert-butyl-α<1-(tertbutyloxycarbonylamino)-2-pyrrolidinyl>benzenemethanol

(S)-2-[(R)-(3-tert-Butyl-2-hydroxy-phenyl)-hydroxy-methyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

Refernces

• 1、 -. "POTENT HUMAN NEURONAL NITRIC OXIDE SYNTHASE INHIBITORS". Paragraph 00355; 00356. . Retrieved 2021/09/04.
• 2、 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". . p. 8303 - 8332. Retrieved 2021/06/30.