Tert-butyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate
• CAS No.: 170491-63-1
• Molecular Formula: C10H19 N O3
• Molecular Weight: 201.266
• Hs Code.: 2933990090
• European Community (EC) Number: 681-411-8
• DSSTox Substance ID: DTXSID00338734,DTXSID60867833
• Mol file: 170491-63-1.mol

Synonyms:170491-63-1;tert-butyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate;Boc-DL-Prolinol;1-Boc-(2-hydroxymethyl)pyrrolidine;2-Hydroxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester;N-Boc-2-pyrrolidinemethanol;1-N-Boc-pyrrolidin-2-yl-methanol;N-(tert-Butoxycarbonyl)-DL-prolinol;MFCD01456556;1-pyrrolidinecarboxylic acid, 2-(hydroxymethyl)-, 1,1-dimethylethyl ester;2-Hydroxymethylpyrrolidine-1-carboxylic acid tert-butyl ester;MFCD00040580;MFCD00066232;N-Boc-DL-prolinol;1-(tert-Butoxycarbonyl)-2-pyrrolidinemethanol;1-Boc-2-pyrrolidinemethanol;SCHEMBL133363;tert-butyl2-(hydroxymethyl)pyrrolidine-1-carboxylate;CERAPP_44919;N-Boc-2-hydroxymethylpyrrolidine;1-boc-2-hydroxymethylpyrrolidine;DTXSID00338734;DTXSID60867833;HMS3369J01;CS-D1177;STL066172;AKOS000280526;AKOS016344658;(+/-)-1-Boc-pyrrolidine-2-methanol;PB18425;PB32111;PS-3741;SB34204;AM803319;AS-80969;SY005505;SY015226;SY018939;1-(t-butoxycarbonyl)-2-pyrrolidinemethanol;(^+)-1-Boc-pyrrolidine-2-methanol, 98%;A3761;B3273;BB 0263067;FT-0629991;FT-0649656;FT-0657313;N-t-butoxycarbonyl-2-hydroxymethylpyrrolidine;EN300-61942;Q-102868;tert-Butyl 2-(hydroxymethyl)-1-pyrrolidinecarboxylate #;Z223645246;2-Hydroxymethyl-pyrrolidine-1-carbxylic acid tert-butyl ester;Pyrrolidine-1-carboxylic acid, 2-(hydroxymethyl)-, t-butyl ester

Chemical Property of Tert-butyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate

Chemical Property:

• Melting Point: 52-54℃
• Boiling Point: 290℃
• PKA: 14.77±0.10(Predicted)
• Flash Point: 129℃
• PSA: 49.77000
• Density: 1.084
• LogP: 1.31610
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 201.13649347
• Heavy Atom Count: 14
• Complexity: 210

Purity/Quality:

98% ^*data from raw suppliers

N-(tert-Butoxycarbonyl)pyrrolidine-2-methanol ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCCC1CO
• Uses: N-(tert-Butoxycarbonyl)pyrrolidine-2-methanol is used to prepare 1,3-thiazolidin-2-imines derivatives as inhibitors of nitric oxide synthase.

Technology Process of Tert-butyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate

There total 16 articles about Tert-butyl 2-(hydroxymethyl)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: 100.0%

→ N-Boc-prolinol (170491-63-1)

Guidance literature:

Reference yield: 98.0%

di-tert-butyl dicarbonate (24424-99-5) + 2-hydroxymethylpyrrolidine (498-63-5) → N-Boc-prolinol (170491-63-1)

Guidance literature:

In dichloromethane; at 20 ℃; for 16h;

Reference yield: 88.0%

tert-butyl 2-(((4-methoxybenzyl)oxy)methyl)pyrrolidine-1-carboxylate → N-Boc-prolinol (170491-63-1)

Guidance literature:

With 4,4'-bipyridine; oxygen; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In toluene; at 80 ℃; for 18h; under 3000.3 Torr; Autoclave; Green chemistry;

DOI:10.1039/c6ra08921f

upstream raw materials:

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

2-hydroxymethylpyrrolidine

di-tert-butyl dicarbonate

rac-1-(tert-butyl) 2-methyl 5-oxopyrrolidine-1,2-dicarboxylate

Downstream raw materials:

N-(tert-butoxycarbonyl)pyrrolidine-2-carboxaldehyde

2-{4-[2-(2,4-dichloro-phenyl)-4-methyl-5-(piperidin-1-ylcarbamoyl)-2H-pyrazol-3-yl]-phenoxymethyl}-pyrrolidine-1-carboxylic acid tert-butyl ester

1,2,5,6,7,8-hexahydro-3H-pyrrolizin-3-one

(+/-)-(Z)-2-phenyl-3-(2-N-tert-butoxycarbonylpyrrolidinyl)propenoic acid

Refernces

• 1、 Ahn, Deok Kyun,Kang, Young Woo,Woo, Sang Kook. "Oxidative Deprotection of p-Methoxybenzyl Ethers via Metal-Free Photoredox Catalysis". . p. 3612 - 3623. Retrieved 2019/03/11.
• 2、 -. "As hepatitis c inhibitor spiro compound and its use in medicine". Paragraph 0814; 1804; 1805. . Retrieved 2017/12/28.