(S)-tert-butyl 2-(hydrazinecarbonyl)pyrrolidine-1-carboxylate

Base Information

• Chemical Name: (S)-tert-butyl 2-(hydrazinecarbonyl)pyrrolidine-1-carboxylate
• CAS No.: 881310-04-9
• Molecular Formula: C10H19 N3 O3
• Molecular Weight: 229.279
• DSSTox Substance ID: DTXSID30434192
• Wikidata: Q82248536
• Mol file: 881310-04-9.mol

Synonyms:881310-04-9;(S)-tert-butyl 2-(hydrazinecarbonyl)pyrrolidine-1-carboxylate;Tert-butyl (2S)-2-(hydrazinecarbonyl)pyrrolidine-1-carboxylate;MFCD09752018;tert-butyl (2S)-2-(hydrazinocarbonyl)pyrrolidine-1-carboxylate;DL-N-Boc-proline hydrazide;(S)-tert-butyl2-(hydrazinecarbonyl)pyrrolidine-1-carboxylate;SCHEMBL8237595;DTXSID30434192;CEWGMUMFSVOZRT-ZETCQYMHSA-N;STL466205;AKOS005175172;AT21648;AS-11291;AM20080551;CS-0237738;1-BOC-(S)-PYRROLIDINE-2-CARBOHYDRAZIDE;EN300-186647;(S)-t-butyl 2-(hydrazinecarbonyl)pyrrolidine-1-carboxylate;tert-butyl (2S)-2-(hydrazinocarbonyl)-1-pyrrolidinecarboxylate;tert-Butyl (2S)-2-hydrazinocarbonylpyrrolidine-1-carboxylate;tert-butyl (S)-2-(hydrazinecarbonyl)pyrrolidine-1-carboxylate;1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, 2-hydrazide, (2S)-;tert-Butyl (2S)-2-(hydrazinecarbonyl)pyrrolidine-1-carboxylate (non-preferred name);tert-butyl (2S)-2-(hydrazinylcarbonyl)pyrrolidine-1-carboxylate (non-preferred name)

Chemical Property of (S)-tert-butyl 2-(hydrazinecarbonyl)pyrrolidine-1-carboxylate

Chemical Property:

• Melting Point: 80 °C
• Boiling Point: 395.8±31.0 °C(Predicted)
• PKA: 12.86±0.20(Predicted)
• PSA: 84.66000
• Density: 1.180±0.06 g/cm3(Predicted)
• LogP: 1.40490
• Storage Temp.: 2-8°C
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 229.14264148
• Heavy Atom Count: 16
• Complexity: 286

Purity/Quality:

98%min ^*data from raw suppliers

tert-Butyl (2S)-2-(hydrazinocarbonyl)pyrrolidine-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)N1CCCC1C(=O)NN
• Isomeric SMILES: CC(C)(C)OC(=O)N1CCC[C@H]1C(=O)NN

Technology Process of (S)-tert-butyl 2-(hydrazinecarbonyl)pyrrolidine-1-carboxylate

There total 8 articles about (S)-tert-butyl 2-(hydrazinecarbonyl)pyrrolidine-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: 87.0%

(S)-N-(tert-butoxycarbonyl)proline methyl ester (59936-29-7) → <(S)-1-(tert-Butyloxycarbonyl)-2-pyrrolidinoyl>hydrazine (881310-04-9,1373959-74-0)

Guidance literature:

With hydrazine hydrate; at 20 ℃; Reflux;

DOI:10.1021/jm701562x

Reference yield: 86.6%

(S)-tert-butyl 2-(2-((benzyloxy)carbonyl)hydrazinecarbonyl)pyrrolidine-1-carboxylate (122588-88-9) → <(S)-1-(tert-Butyloxycarbonyl)-2-pyrrolidinoyl>hydrazine (881310-04-9,1373959-74-0)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; water; at 20 ℃; for 1h;

Reference yield:

(S)-N-(tert-Butoxycarbonyl)proline ethyl carbonate → <(S)-1-(tert-Butyloxycarbonyl)-2-pyrrolidinoyl>hydrazine (881310-04-9,1373959-74-0)

Guidance literature:

With hydrazine hydrate; In tetrahydrofuran; for 2h; Yield given; Ambient temperature;

DOI:10.1021/jo00115a029

upstream raw materials:

(S)-tert-butyl 2-(2-((benzyloxy)carbonyl)hydrazinecarbonyl)pyrrolidine-1-carboxylate

1-(tert-butoxycarbonyl)-L-proline

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

L-proline

Downstream raw materials:

C₂₃H₃₂N₄O₆

C₂₇H₃₄N₄O₆

N'-benzyl-Boc-L-proline hydrazide

C₂₁H₂₇F₃N₄O₅

Refernces

• 1、 -. "ANTIBIOTIC COMPOUNDS". Page/Page column 109; 110. . Retrieved 2018/03/25.
• 2、 Liu, Zhuqing,Myers, Michael C.,Shah, Parag P.,Beavers, Mary Pat,Benedetti, Phillip A.,Diamond, Scott L.,Smith, Amos B.,Huryn, Donna M.. "Design, synthesis and biological evaluation of a library of thiocarbazates and their activity as cysteine protease inhibitors". experimental part. p. 337 - 351. Retrieved 2010/09/04.