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Tert-Butyl N-benzyl-N-(2-hydroxyethyl)carbamate is a carbamate derivative that serves as a protective agent in various chemical reactions. It is a tert-butyl carbamate with a benzyl group and a hydroxyethyl group, known for its ability to effectively protect functional groups and improve the stability of sensitive compounds during chemical transformations.

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  • 121496-39-7 Structure
  • Basic information

    1. Product Name: tert-Butyl N-benzyl-N-(2-hydroxyethyl)carbamate
    2. Synonyms: tert-Butyl N-benzyl-N-(2-hydroxyethyl)carbamate;N-tert.-Butoxycarbonyl-N-benzyl-ethanolamine;tert-butyl benzyl(2-hydroxyethyl)carbamate;N-Boc-benzyl-ethanol amine
    3. CAS NO:121496-39-7
    4. Molecular Formula: C14H21NO3
    5. Molecular Weight: 251
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 121496-39-7.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: Sealed in dry,Room Temperature
    8. Solubility: N/A
    9. CAS DataBase Reference: tert-Butyl N-benzyl-N-(2-hydroxyethyl)carbamate(CAS DataBase Reference)
    10. NIST Chemistry Reference: tert-Butyl N-benzyl-N-(2-hydroxyethyl)carbamate(121496-39-7)
    11. EPA Substance Registry System: tert-Butyl N-benzyl-N-(2-hydroxyethyl)carbamate(121496-39-7)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: IRRITANT
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 121496-39-7(Hazardous Substances Data)

121496-39-7 Usage

Uses

Used in Pharmaceutical and Agrochemical Synthesis:
Tert-Butyl N-benzyl-N-(2-hydroxyethyl)carbamate is used as a stabilizer and inhibitor in the synthesis of pharmaceuticals and agrochemicals. It helps to protect functional groups and improve the stability of sensitive compounds during chemical transformations, ensuring the successful synthesis of the desired products.
Used in Drug Delivery Systems:
Tert-Butyl N-benzyl-N-(2-hydroxyethyl)carbamate has been studied for its potential use in drug delivery systems. Its protective properties can be utilized to enhance the stability and bioavailability of drugs, improving their therapeutic outcomes.
Used in Polymer Protection:
Tert-Butyl N-benzyl-N-(2-hydroxyethyl)carbamate also serves as a protective agent for polymers. It can be used to protect functional groups in polymers during chemical reactions, ensuring the integrity and stability of the polymers and their applications in various industries.

Check Digit Verification of cas no

The CAS Registry Mumber 121496-39-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,1,4,9 and 6 respectively; the second part has 2 digits, 3 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 121496-39:
(8*1)+(7*2)+(6*1)+(5*4)+(4*9)+(3*6)+(2*3)+(1*9)=117
117 % 10 = 7
So 121496-39-7 is a valid CAS Registry Number.

121496-39-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name tert-Butyl N-benzyl-N-(2-hydroxyethyl)carbamate

1.2 Other means of identification

Product number -
Other names tertbutylbenzylhydroxyethylcarbamate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:121496-39-7 SDS

121496-39-7Relevant articles and documents

Sulfonic acid-functionalized ordered nanoporous Na+- montmorillonite (SANM): A novel, efficient and recyclable catalyst for the chemoselective N-Boc protection of amines in solventless media

Shirini, Farhad,Mamaghani, Manouchehr,Atghia, Seyyed Vahid

, p. 1088 - 1094 (2011)

Sulfonic acid-functionalized ordered nanoporous Na+- montmorillonite (SANM) was used as an efficient catalyst for N-tert-butoxycarbonylation of amines with di-tert-butyl dicarbonate under solvent-free conditions at room temperature. Various aliphatic, aromatic, heterocyclic amines and aminols were protected as their corresponding mono-carbamates in excellent yields and short reaction times. No competitive side reactions such as isocyanate, urea, and N,N-di-Boc formation were observed. The reported method is mild, chemoselective and has the advantages such as heterogeneous catalysis, low cost and the recyclability of the catalyst.

BTK Inhibitors and uses thereof

-

, (2020/05/02)

The invention discloses a bruton's tyrosine kinase (BTK) inhibitor and use thereof. Specifically, the invention provides heteroaromatic compounds or stereoisomers, geometrical isomers, tautomers, racemates, nitrogen oxides, hydrates, solvates, metabolites and pharmaceutically acceptable salts or prodrugs thereof, and pharmaceutical compositions containing the heteroaromatic compounds; the invention also discloses use of the heteroaromatic compounds or the pharmaceutical compositions containing the heteroaromatic compounds in preparation of medicines; the medicines can be used for treating autoimmune diseases, inflammatory diseases or proliferative diseases.

Synthesis of Cyclic N-Hydroxylated Ureas and Oxazolidinone Oximes Enabled by Chemoselective Iodine(III)-Mediated Radical or Cationic Cyclizations of Unsaturated N-Alkoxyureas

Peilleron, Laure,Retailleau, Pascal,Cariou, Kevin

supporting information, p. 5160 - 5169 (2019/11/11)

In this study we describe the reactivity of unsaturated N-alkoxyureas in the presence of different combinations of a hypervalent iodine(III) reagent and a bromide source or TEMPO. Three complementary cyclizations can be achieved depending on the reaction conditions. On the one hand, PIFA with pyridinium bromide leads to an oxybromination reaction. On the other hand, bis(tert-butylcarbonyloxy)iodobenzene with tetrabutylammonium bromide or TEMPO triggers aminobromination or aminooxyamination reactions, respectively. Control experiments showed that the three reactions proceed through distinct mechanisms: the first process is ionic while the other two follow a radical manifold. (Figure presented.).

Discovery of orally efficacious RORγt inverse agonists. Part 2: Design, synthesis, and biological evaluation of novel tetrahydroisoquinoline derivatives

Kono, Mitsunori,Oda, Tsuneo,Tawada, Michiko,Imada, Takashi,Banno, Yoshihiro,Taya, Naohiro,Kawamoto, Tetsuji,Tokuhara, Hidekazu,Tomata, Yoshihide,Ishii, Naoki,Ochida, Atsuko,Fukase, Yoshiyuki,Yukawa, Tomoya,Fukumoto, Shoji,Watanabe, Hiroyuki,Uga, Keiko,Shibata, Akira,Nakagawa, Hideyuki,Shirasaki, Mikio,Fujitani, Yasushi,Yamasaki, Masashi,Shirai, Junya,Yamamoto, Satoshi

, p. 470 - 482 (2018/01/05)

A series of tetrahydroisoquinoline derivatives were designed, synthesized, and evaluated for their potential as novel orally efficacious retinoic acid receptor-related orphan receptor-gamma t (RORγt) inverse agonists for the treatment of Th17-driven autoimmune diseases. We carried out cyclization of the phenylglycinamide core by structure-based drug design and successfully identified a tetrahydroisoquinoline carboxylic acid derivative 14 with good biochemical binding and cellular reporter activity. Interestingly, the combination of a carboxylic acid tether and a central fused bicyclic ring was crucial for optimizing PK properties, and the compound 14 showed significantly improved PK profile. Successive optimization of the carboxylate tether led to the discovery of compound 15 with increased inverse agonistic activity and an excellent PK profile. Oral treatment of mice with compound 15 robustly and dose-dependently inhibited IL-17A production in an IL23-induced gene expression assay.

Discovery of orally efficacious RORγt inverse agonists. Part 2: Design, synthesis, and biological evaluation of novel tetrahydroisoquinoline derivatives

Kono, Mitsunori,Oda, Tsuneo,Tawada, Michiko,Imada, Takashi,Banno, Yoshihiro,Taya, Naohiro,Kawamoto, Tetsuji,Tokuhara, Hidekazu,Tomata, Yoshihide,Ishii, Naoki,Ochida, Atsuko,Fukase, Yoshiyuki,Yukawa, Tomoya,Fukumoto, Shoji,Watanabe, Hiroyuki,Uga, Keiko,Shibata, Akira,Nakagawa, Hideyuki,Shirasaki, Mikio,Fujitani, Yasushi,Yamasaki, Masashi,Shirai, Junya,Yamamoto, Satoshi

, p. 470 - 482 (2019/05/09)

A series of tetrahydroisoquinoline derivatives were designed, synthesized, and evaluated for their potential as novel orally efficacious retinoic acid receptor-related orphan receptor-gamma t (RORγt)inverse agonists for the treatment of Th17-driven autoimmune diseases. We carried out cyclization of the phenylglycinamide core by structure-based drug design and successfully identified a tetrahydroisoquinoline carboxylic acid derivative 14 with good biochemical binding and cellular reporter activity. Interestingly, the combination of a carboxylic acid tether and a central fused bicyclic ring was crucial for optimizing PK properties, and the compound 14 showed significantly improved PK profile. Successive optimization of the carboxylate tether led to the discovery of compound 15 with increased inverse agonistic activity and an excellent PK profile. Oral treatment of mice with compound 15 robustly and dose-dependently inhibited IL-17A production in an IL23-induced gene expression assay.

Heterocyclic compound

-

Paragraph 0563, (2016/10/08)

The present invention relates to compound (I) or a salt thereof which has a ROR γ t inhibitory action. wherein each symbol is as defined in the specification.

The discovery of new human coagulation factor XIa (FXIa) inhibitors by synthesis, biological evaluation, and structure-based modeling

Lee, Myeong Hwi,Song, Ho Young,Kim, Hyoungrae,Park, Kyung Eun,Kim, Jinyeong,Park, Tae Kyo,Kim, Yong Ju,Kang, Nam Sook

, p. 1105 - 1113 (2016/07/15)

Factor XIa (FXIa) is an enzyme that is activated during the earliest stage of initiation of the intrinsic pathway of the blood coagulation mechanism. In this study, we attempted to discover a new FXIa inhibitor based on structure-based molecular modeling. We found that compound 16 exhibits satisfactory predicted properties while maintaining important binding interactions with FX1a.

Preparation, characterization and application of succinimidinium hydrogensulfate ([H-Suc]HSO4) as an efficient ionic liquid catalyst for the N-Boc protection of amines

Shirini, Farhad,Jolodar, Omid Goli,Seddighi, Mohadeseh,Borujeni, Hojatollah Takbiri

, p. 19790 - 19798 (2015/03/18)

In this work, succinimidinium hydrogensulfate ([H-Suc]HSO4), as a novel Bronsted acidic ionic liquid is prepared and characterized by studying its FT-IR, 1H NMR, 13C NMR, mass and SEM. This reagent can be used as an efficient catalyst for the N-Boc protection of amines at room temperature and neat conditions. This new method consistently has the advantages of excellent yields and short reaction times. Further, this ionic liquid can be recovered and reused for several times. This journal is

Rice husk: Introduction of a green, cheap and reusable catalyst for the protection of alcohols, phenols, amines and thiols

Shirini, Farhad,Akbari-Dadamahaleh, Somayeh,Mohammad-Khah, Ali,Aliakbar, Ali-Reza

, p. 164 - 170 (2014/03/21)

A mild, efficient and eco-friendly protocol for the chemoselective protection of benzylic and primary and less hindered secondary aliphatic alcohols and phenols as trimethylsilyl ethers and different types of amines as N-tert-butylcarbamates is developed using rice husk (RiH) as the catalyst. This reagent is also able to catalyze the acetylation of alcohols, phenols, thiols and amines with acetic anhydride. Easy work-up, relatively short reaction times, excellent yields and low cost, availability and reusability of the catalyst are the striking features of this methodology, which can be considered to be one of the best and general methods for the protection of alcohols, phenols, thiols and amines. In addition, the use of a green reagent in the above-mentioned reactions results in a reduction of environmental pollution and of the cost of the applied methods.

1,3-Disulfonic acid imidazolium hydrogen sulfate as an efficient and reusable ionic liquid catalyst for the N-Boc protection of amines

Shirini, Farhad,Khaligh, Nader Ghaffari

, p. 386 - 393 (2013/03/14)

1,3-Disulfonic acid imidazolium hydrogen sulfate is easily prepared and used as an efficient and recyclable ionic liquid for the N-Boc protection of amines at room temperature and neat conditions. This new method consistently has the advantages of excellent yields and short reaction times. Further, the catalyst can be reused and recovered for several times without loss of activity.

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