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CBZ-L-ALANINOL, also known as N-Benzyloxycarbonyl-L-alaninol, is an important organic intermediate with a wide range of applications across various industries. It is a key raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals, and dyestuff due to its unique chemical properties and reactivity.

66674-16-6

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  • Carbamic acid,N-[(1S)-2-hydroxy-1-methylethyl]-, phenylmethyl ester

    Cas No: 66674-16-6

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66674-16-6 Usage

Uses

Used in Organic Synthesis:
CBZ-L-ALANINOL is used as a crucial intermediate for the synthesis of various organic compounds. Its ability to participate in a range of chemical reactions, such as esterification, amidation, and peptide bond formation, makes it a valuable component in the creation of complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, CBZ-L-ALANINOL serves as an essential building block for the development of new drugs and therapeutic agents. Its role in the synthesis of peptide-based drugs, as well as its potential for use in the design of novel drug delivery systems, highlights its importance in advancing medical treatments.
Used in Agrochemicals:
CBZ-L-ALANINOL is utilized as a key intermediate in the production of agrochemicals, such as pesticides and herbicides. Its involvement in the synthesis of these compounds contributes to the development of more effective and targeted agricultural products, ultimately benefiting crop protection and yield.
Used in Dye Industry:
In the dye industry, CBZ-L-ALANINOL is employed as a vital component in the synthesis of various dyes and pigments. Its contribution to the creation of a diverse range of colorants is essential for applications in textiles, plastics, and other industries that rely on coloration for their products.

Check Digit Verification of cas no

The CAS Registry Mumber 66674-16-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,6,6,7 and 4 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 66674-16:
(7*6)+(6*6)+(5*6)+(4*7)+(3*4)+(2*1)+(1*6)=156
156 % 10 = 6
So 66674-16-6 is a valid CAS Registry Number.
InChI:InChI=1/C11H15NO3/c1-9(7-13)12-11(14)15-8-10-5-3-2-4-6-10/h2-6,9,13H,7-8H2,1H3,(H,12,14)/t9-/m0/s1

66674-16-6 Well-known Company Product Price

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  • TCI America

  • (C2629)  N-Carbobenzoxy-L-alaninol  >98.0%(HPLC)(N)

  • 66674-16-6

  • 1g

  • 390.00CNY

  • Detail
  • TCI America

  • (C2629)  N-Carbobenzoxy-L-alaninol  >98.0%(HPLC)(N)

  • 66674-16-6

  • 5g

  • 1,290.00CNY

  • Detail
  • Alfa Aesar

  • (H27066)  N-Benzyloxycarbonyl-L-alaninol   

  • 66674-16-6

  • 1g

  • 527.0CNY

  • Detail
  • Alfa Aesar

  • (H27066)  N-Benzyloxycarbonyl-L-alaninol   

  • 66674-16-6

  • 5g

  • 1372.0CNY

  • Detail
  • Aldrich

  • (543217)  N-Z-L-Alaninol  98%

  • 66674-16-6

  • 543217-5G

  • 1,304.55CNY

  • Detail

66674-16-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name N-Benzyloxycarbonyl-L-alaninol

1.2 Other means of identification

Product number -
Other names benzyl N-[(2S)-1-hydroxypropan-2-yl]carbamate

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:66674-16-6 SDS

66674-16-6Relevant articles and documents

Enantioconvergent Cu-Catalyzed Radical C-N Coupling of Racemic Secondary Alkyl Halides to Access α-Chiral Primary Amines

Cheng, Jiang-Tao,Dong, Xiao-Yang,Gu, Qiang-Shuai,Li, Zhong-Liang,Liu, Juan,Liu, Xin-Yuan,Luan, Cheng,Wang, Fu-Li,Wang, Li-Lei,Yang, Ning-Yuan,Zhang, Yu-Feng

supporting information, p. 15413 - 15419 (2021/09/30)

α-Chiral alkyl primary amines are virtually universal synthetic precursors for all other α-chiral N-containing compounds ubiquitous in biological, pharmaceutical, and material sciences. The enantioselective amination of common alkyl halides with ammonia is appealing for potential rapid access to α-chiral primary amines, but has hitherto remained rare due to the multifaceted difficulties in using ammonia and the underdeveloped C(sp3)-N coupling. Here we demonstrate sulfoximines as excellent ammonia surrogates for enantioconvergent radical C-N coupling with diverse racemic secondary alkyl halides (>60 examples) by copper catalysis under mild thermal conditions. The reaction efficiently provides highly enantioenrichedN-alkyl sulfoximines (up to 99% yield and >99% ee) featuring secondary benzyl, propargyl, α-carbonyl alkyl, and α-cyano alkyl stereocenters. In addition, we have converted the masked α-chiral primary amines thus obtained to various synthetic building blocks, ligands, and drugs possessing α-chiral N-functionalities, such as carbamate, carboxylamide, secondary and tertiary amine, and oxazoline, with commonly seen α-substitution patterns. These results shine light on the potential of enantioconvergent radical cross-coupling as a general chiral carbon-heteroatom formation strategy.

Novel sulfonamide-based carbamates as selective inhibitors of bche

?těpánková, ?árka,Enriz, Ricardo D.,Garro, Adriana D.,Ho?ek, Jan,Imramovsky, Ale?,Jampílek, Josef,Jendrzejewska, Izabela,Magar, Pratibha,Parravicini, Oscar,Pauk, Karel,Svr?ková, Katarina

, (2021/09/04)

A series of 14 target benzyl [2-(arylsulfamoyl)-1-substituted-ethyl]carbamates was prepared by multi-step synthesis and characterized. All the final compounds were tested for their abil-ity to inhibit acetylcholinesterase (AChE) and butyrylcholinesterase

SuFExable Isocyanides for Ugi Reaction: Synthesis of Sulfonyl Fluoro Peptides

Xu, Shuheng,Cui, Sunliang

supporting information, p. 5197 - 5202 (2021/07/20)

Herein, the sulfonyl fluoro isocyanides were first developed as a new type of SuFExable synthon, and they are used as building blocks in the Ugi reaction (U-4CR). The Ugi reaction was established and the substrate scope was investigated, and various sulfonyl fluoro α-amino amides and peptides could be reached in a one-step synthesis. Therefore, this protocol opens a new vision for SuFExable building blocks and click chemistry, and it also provides a distinct approach to sulfonyl fluoro peptides.

RHO KINASE INHIBITOR, METHOD FOR PREPARING SAME AND USES THEREOF

-

Paragraph 0115, (2021/09/16)

Provided are a Rho kinase inhibitor, a method for preparing same and the uses thereof. The Rho kinase inhibitor designates a compound of Formula I, a stereoisomer thereof or pharmaceutically acceptable salt thereof. The Rho kinase inhibitor promotes endothelial cells and endothelin expression, prostenin expression, and vascular factors NO synthesis and secretion, has a promoting effect on proprostin expression independently of the doses used, shows lower toxicity, while being safer.

Chiral pyrazole derivative and synthesis method thereof

-

Paragraph 0027-0029; 0040-0042; 0053-0055, (2020/06/20)

The invention belongs to the technical field of organic synthesis, and discloses a chiral pyrazole derivative and a synthesis method thereof. The chiral pyrazole derivative is (1-(4'-amino-5'-carbamoyl-1'-pyrazolyl)-(S)-2-propyl-benzyloxy amide. The synth

Discovery of substituted 3H-pyrido[2,3-d]pyrimidin-4-ones as potent, biased, and orally bioavailable sst2 agonist

Betz, Stephen F.,Chen, Zhiyong,Kusnetzow, Ana Karin,Nguyen, Julie,Rico-Bautista, Elizabeth,Struthers, R. Scott,Tan, Hannah,Zhao, Jian,Zhu, Yunfei

supporting information, (2020/08/26)

The discovery of a novel 3H-pyrido[2,3-d]pyrimidin-4-one series as potent and biased sst2 agonists is described. This class of molecules exhibits excellent sst2 potency and selectivity against sst1, sst3, and sst5 receptors, and they are significantly more potent at inhibiting cAMP production than inducing internalization. The orally bioavailable 6-(3-chloro-5-methylphenyl)-3-(3-fluoro-5-hydroxyphenyl)-5-({methyl[(2S)-pyrrolidin-2-ylmethyl]amino}methyl)-3H,4H-pyrido[2,3-d]pyrimidin-4-one (36) also suppresses GH secretion in GHRH-challenged rats in a dose-dependent manner.

Stereoselective addition of Grignard reagents to sulfinimines derived from tartrate diol (threitol): Generation of chiral building blocks for the collective total synthesis of lentiginosine, conhydrine and methyldihydropalustramate

Prasad, Kavirayani R.,Rangari, Vipin Ashok

, (2019/08/20)

A systematic investigation of the addition of Grignard reagents to sulfinimines derived from tartaric acid diol was undertaken. It was observed that the chirality of the inherent tartrate moiety influences the diastereoselectivity of the resultant sulfinamides formed in the reaction. The formed products serve as excellent building blocks for the synthesis of natural products. This has been demonstrated in the collective total synthesis of lentiginosine, (+)-α-conhydrine and methyldihydropalustramate.

Synthesis of chiral nine and twelve-membered cyclic polyamines from natural building blocks

Müntener, Thomas,Thommen, Fabienne,Joss, Daniel,Kottelat, Jérémy,Prescimone, Alessandro,H?ussinger, Daniel

supporting information, p. 4715 - 4718 (2019/05/02)

A rational strategy for the facile and efficient cyclization of amino acid-based linear precursors forming nine and twelve-membered cyclic peptidomimetics is reported. The resulting chiral lactams can readily be reduced to substituted cyclic polyamine ana

Staudinger/aza-Wittig reaction to access Nβ-protected amino alkyl isothiocyanates

Santhosh,Durgamma,Shekharappa,Sureshbabu, Vommina V.

, p. 4874 - 4880 (2018/07/15)

A unified approach to access Nβ-protected amino alkyl isothiocyanates using Nβ-protected amino alkyl azides through a general strategy of Staudinger/aza-Wittig reaction is described. The type of protocol used to access isothiocyanates depends on the availability of precursors and also, especially in the amino acid chemistry, on the behavior of other labile groups towards the reagents used in the protocols; fortunately, we were not concerned about both these factors as precursor-azides were prepared easily by standard protocols, and the present protocol can pave the way for accessing title compounds without affecting Boc, Cbz and Fmoc protecting groups, and benzyl and tertiary butyl groups in the side chains. The present strategy eliminates the need for the use of amines to obtain title compounds and thus, this method is step-economical; additional advantages include retention of chirality, convenient handling and easy purification. A few hitherto unreported compounds were also prepared, and all final compounds were completely characterized by IR, mass, optical rotation, and 1H and 13C NMR studies.

Synthesis and evaluation of chirally defined side chain variants of 7-chloro-4-aminoquinoline to overcome drug resistance in malaria chemotherapy

Dola, Vasantha Rao,Soni, Awakash,Agarwal, Pooja,Ahmad, Hafsa,Raju, Kanumuri Siva Rama,Rashid, Mamunur,Wahajuddin, Muhammad,Srivastava, Kumkum,Haq,Dwivedi,Puri,Katti

, (2017/03/09)

A novel 4-aminoquinoline derivative [(S)-7-chloro-N-(4-methyl-1-(4-methyl-piperazin-1-yl)pentan-2-yl)-quinolin-4-amine triphosphate] exhibiting curative activity against chloroquine-resistant malaria parasites has been identified for preclinical development as a blood schizonticidal agent. The lead molecule selected after detailed structure-activity relationship (SAR) studies has good solid-state properties and promising activity against in vitro and in vivo experimental malaria models. The in vitro absorption, distribution, metabolism, and excretion (ADME) parameters indicate a favorable drug-like profile.

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