6429-44-3

Usage

Uses

Used in Pharmaceutical Synthesis:
(S)-Benzyl (1-hydroxypropan-2-yl)carbamate is used as an intermediate for the synthesis of pharmaceutical compounds. Its unique structure allows for the development of new drugs with specific therapeutic properties.
Used in Agrochemical Production:
In the agrochemical industry, (S)-benzyl (1-hydroxypropan-2-yl)carbamate is utilized as an intermediate in the production of various agrochemicals, contributing to the development of effective solutions for agricultural needs.
Used in Organic Chemistry:
(S)-Benzyl (1-hydroxypropan-2-yl)carbamate serves as a building block in organic chemistry for the preparation of a wide range of organic compounds. Its versatile structure enables the creation of novel molecules with potential applications in various fields.

Upstream product

• 6168-72-5 2-Amino-1-propanol 
• 501-53-1 benzyl chloroformate 
• 124-68-5 2-Amino-2-methyl-1-propanol 
• 2749-11-3 (S)-Alaninol 
• 4132-86-9 N-benzyloxycarbonylalanine 
• 105499-10-3 (1(S)-methyl-2-oxo-ethyl)-carbamic acid benzyl ester 
• 28819-05-8 (S)-2-benzyloxycarbonylamino-propionic acid methyl ester 
• 82353-55-7 benzyl (S)-1-oxopropan-2-ylcarbamate 
• 99790-15-5 ((S)-2-Imidazol-1-yl-1-methyl-2-oxo-ethyl)-carbamic acid benzyl ester 
• 3401-36-3 (N-benzyloxycarbonyl)-L-alanine N-hydroxysuccinimide ester 
• 25172-67-2 Z-Ala-O-COO-isoBu 
• 56-41-7 L-alanin 
• 13139-17-8 N-(Benzyloxycarbonyloxy)succinimide 
• 65638-93-9 N-Carbobenzoxy-L-alanin-kohlensaeureaethylesteranhydrid 

Downstream Products

• 145799-44-6 (R)-(+)-2-(benzyloxycarbonylamino)propyl acetate 
• 124460-18-0 (S)-(-)-2-(benzyloxycarbonylamino)propyl acetate 
• 105499-10-3 (1(S)-methyl-2-oxo-ethyl)-carbamic acid benzyl ester 
• 82353-55-7 benzyl (S)-1-oxopropan-2-ylcarbamate 
• 105499-10-3 (R)-benzyl-(1-methyl-2-oxoethyl)carbamate 
• 1140948-93-1 (S)-2-benzyloxycarbonylaminopropyl thiolacetate 
• 1140948-95-3 Cbz-Ala-ψ[CH2SO2]-Cl 
• 1169199-21-6 Cbz-Ala-ψ[CH2SO2]-F 
• 1300858-65-4 C₁₁H₁₅NO₅S 
• 1422700-87-5 C₃₀H₂₉NO₃ 
• 1172596-74-5 benzyl (S)-1-isothiocyanatopropan-2-ylcarbamate 
• 1440418-59-6 (S)-di-tert-butyl 1-(2-(((benzyloxy)carbonyl)amino)-1-oxopropan-2-yl)hydrazine-1,2-dicarboxylate 
• 1380510-35-9 Cbz-Ala-ψ[CH2SAc] 
• 1380510-37-1 C₁₂H₁₉N₃O₃S 

Relevant academic research and scientific papers

Novel sulfonamide-based carbamates as selective inhibitors of bche

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

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

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.

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

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.

Chiral pyrazole derivative and synthesis method thereof

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

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.

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

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

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

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.

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

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.

A Simple, efficient, Catalyst-Free and Solvent-Less Microwave-Assisted process for N-Cbz Protection of Several amines

A simple, green and chemo-selective method for the N-benzyloxycarbonylation of amines, β-amino alcohols, α-amino esters and sulfonamides has been developed under microwave irradiation. Good to excellent yields of the N-benzyloxy-carbamates compounds were obtained in short times without any side products.