1523541-74-3

Basic information

• Product Name: (1R,3R)-3-Aminocyclopentanol hydrochloride
• Synonyms: (1R,3R)-3-Aminocyclopentanol hydrochloride
• CAS NO: 1523541-74-3
• Molecular Formula: C5H12ClNO
• Molecular Weight: 137.60788
• Mol File: 1523541-74-3.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (1R,3R)-3-Aminocyclopentanol hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,3R)-3-Aminocyclopentanol hydrochloride(1523541-74-3)
• EPA Substance Registry System: (1R,3R)-3-Aminocyclopentanol hydrochloride(1523541-74-3)

Safety Data

• Hazardous Substances Data: 1523541-74-3(Hazardous Substances Data)

Usage

Uses

Used in Research and Experimental Settings:
(1R,3R)-3-Aminocyclopentanol hydrochloride is used as a chemical intermediate for the synthesis of various compounds in research and experimental settings. Its unique structure with two functional groups allows for versatile chemical reactions and modifications, making it a valuable component in the development of new molecules and materials.
Used in Pharmaceutical Research:
(1R,3R)-3-Aminocyclopentanol hydrochloride is used as a potential candidate for drug development in pharmaceutical research. Its dual functional groups may offer opportunities for the creation of novel therapeutic agents, particularly in the fields of medicinal chemistry and drug design. (1R,3R)-3-Aminocyclopentanol hydrochloride's reactivity and potential interactions with biological targets could be explored for the treatment of various diseases and conditions.
Used in Chemical Synthesis:
(1R,3R)-3-Aminocyclopentanol hydrochloride is used as a building block in the synthesis of complex organic molecules in the field of chemistry. Its cyclopentane ring and functional groups provide a stable and versatile scaffold for the attachment of other chemical entities, facilitating the creation of new compounds with potential applications in various industries.

Upstream product

• 167465-99-8 (1S,3R)-3-hydroxycyclopentyl-1-carbamic acid tert-butyl ester 
• 1029691-06-2 (+/-)-2-(3-oxocyclopentyl)isoindole-1,3-dione 
• 1445796-28-0 C₁₃H₁₇NO₃ 
• 1154870-59-3 (+/-)-cis-(3-hydroxy-cyclopentyl)-carbamic acid tert-butyl ester 
• 98-78-2 3-Oxo-cyclopentanecarboxylic acid 
• 43019-84-7 cyclopent-3-en-1-yl benzoate 
• 930-30-3 cyclopent-2-enone 
• 121129-38-2 2-(tert-Butylglycoloyl)-3,6-dihydro-3,6-methano-2H-1,2-oxazine 
• 121129-35-9 2-Mandeloyl-3,6-dihydro-3,6-methano-2H-1,2-oxazine 
• 126924-22-9 (1S,4R,αR-)-3-(α-hydroxyphenylacetyl)-2-oxa-3-aza-bicyclo[2,2,1]hept-5-ene 
• 542-92-7 cyclopenta-1,3-diene 

Downstream Products

• 1445791-53-6 C₁₈H₁₇ClF₂N₂O₄S 
• 1154870-59-3 (±)-trans-(3-hydroxycyclopentyl)carbamic acid tert-butyl ester 
• 1616340-94-3 (2R,5S,13aR)-8-methoxy-7,9-dioxo-N-[(2,4,6-trifluorophenyl)methyl]-2,3,4,5,7,9,13,13a-octahydro-2,5-methanopyrido[1‘,2’:4,5]pyrazino[2,1-b][1,3]oxazepine-10-carboxamide 
• 939426-84-3 [cis-(+/-)]-(3-hydroxycyclopentyl)carbamic acid phenylmethyl ester 
• 1443928-57-1 C₁₂H₁₅NO₂S 
• 1616339-76-4 (2S,5R,13aS)-N-((R)-1-(4-fluorophenyl)ethyl)-8-hydroxy-7,9-dioxo-2,3,4,5,7,9,13,13a-octahydro-2,5-methanopyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazepine-10-carboxamide 
• 1616339-77-5 (2R,5S,13aR)-N-((R)-1-(4-fluorophenyl)ethyl)-8-hydroxy-7,9-dioxo-2,3,4,5,7,9,13,13a-octahydro-2,5-methanopyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazepine-10-carboxamide 

Relevant articles and documents

Method for preparing (1R, 3S)-3-aminocyclopentanol hydrochloride

The invention discloses a method for preparing (1R, 3S) 3-aminocyclopentanol hydrochloride, belongs to the field of organic chemical synthesis, and provides a process route to overcome the defects ofhigh price, difficulty in chiral control and the like in the prior art. The process route comprises the following steps: 1) oxidizing tert-butyl carbonate hydroxylamine into tert-butyl carbonate nitrosyl under the catalysis of copper chloride and 2-ethyl-2-oxazoline, then carrying out a hetero Diels-Alder reaction with cyclopentadiene in situ; 2) selectively reducing nitrogen-oxygen bonds in a zinc powder-acetic acid reaction system; 3) under the catalysis of lipase, reacting with vinyl acetate to optically and selectively realize chiral resolution; 4) reducing double bonds through palladium carbon hydrogenation; 5) under the alkaline condition of lithium hydroxide-methanol, performing deacetylation protection; and 6) removing tert-butyl carbonate protection in a hydrogen chloride isopropanol acid solution prepared from acetyl chloride and isopropanol in situ, and forming hydrochloride in situ to obtain a target product. The synthetic method has the beneficial effects that the synthetic method has the characteristics of novel and short route, high optical purity, low cost and the like.

Preparation method of (1R,3S)-3-amino-1-cyclopentanol and salt thereof

The invention discloses a preparation method of (1R,3S)-3-amino-1-cyclopentanol and a salt thereof, and relates to the field of organic synthesis. In the method, a chiral source in an N-Acyl hydroxylamine compound is used as chiral induction, and an asymm

SUBSTITUTED PYRROLOPYRIDINES AS JAK INHIBITORS

The present invention relates to new pyrrolopyridine compounds having the structures of Formula (I)-(IV), wherein the R groups, A, B, C, D and n are as defined in the detailed description, and compositions and their application as pharmaceuticals for the treatment of disease. Methods of inhibition of JAK kinase activity in a human or animal subject are also provided for the treatment diseases such as pruritus, alopecia, androgenetic alopecia, alopecia areata, vitiligo and psoriasis.

Preparation method of optically pure cyclic amino alcohol and salt thereof

The invention relates to the field of chemical pharmacy, particularly to a preparation method of optically pure cyclic amino alcohol and a salt thereof. The method comprises 1) hydrolysis: hydrolyzinga compound (12) to obtain a compound (13), and 2) catalytic hydrogenation: carrying out catalytic hydrogenation on the compound (13) obtained in the hydrolysis step to obtain a compound (1).

Synthesis method of bictegravir intermediate

The invention discloses a synthesis method of a bictegravir intermediate. Starting material 3-carbonyl cyclopentacarboxylic acid (formula I) undergoes asymmetric reduction reaction under the conditionof an enzyme to generate (3R)-3-hydroxycyclopentane carboxylic acid (formula II); the (3R)-3-hydroxycyclopentane carboxylic acid (formula II) and diphenylphosphoryl azide (DPPA) undergoe rearrangement cyclization reaction to generate (1R, 5S)-2-oxy-4-azabicyclo [3.2.1] octane-3-one (formula III); the (1R, 5S)-2-oxy-4-azabicyclo [3.2.1] octane-3-one (formula III) is hydrolyzed in hydrochloric acidto directly obtain the bictegravir intermediate (1R, 3S)-3-aminocyclopentanol hydrochloride. The raw materials used in the method are cheap and easily available, and the cost is low; the reaction selectivity is high, by-products are few, the yield is high, and the total yield reaches 63.5%; the synthesis method has the advantages of short reaction route, shortened production period, reduced discharge of three wastes, avoidance of hydrogen pressure reduction and Grignard reagent reaction, safety and environmental protection, and suitability for industrial production.

Preparation method of (1R, 3S)-3-amino-1-cyclopentanol hydrochloride

The invention provides a preparation method of (1R, 3S)-3-amino-1-cyclopentanol hydrochloride. A target compound is synthesized through a chiral induction method, and specifically, cheap chiral hydroxy acid is used as a raw material and reacted with hydro

A (1 R, 3 S) -3 - amino-cyclopentanol hydrochloride preparation method (by machine translation)

The invention discloses a (1 R, 3 S) - 3 - amino-cyclopentanol hydrochloride of the preparation method, the method using chiral carboxylic acid with hydroxylamine to form the amide as chiral source, in copper catalyzed oxidation in the reaction system to rapidly obtain a chiral Diels - alder reaction product, after passes through the reduction reaction and alkaline deprotection reaction, and acidified after reaction to obtain the target product. Chiral inducing reagent chiral carboxylic acid by simple acidification, extraction processing can be reclaimed and reused. This kind of (1 R, 3 S) - 3 - amino-cyclopentanol hydrochloride preparation method has high operation safety and high selectivity, raw materials are easy, and the cost is low, the reaction time is short and simple process flow and the like. (by machine translation)

Intermediate for preparing bictegravir and preparation method thereof

The invention relates to the technical field of a drug, and concretely relates to an intermediate for preparing bictegravir and a preparation method thereof. The present invention provides two novel types of compounds and three routes for preparation of a compound (VI). Through substrate induction, chiral catalysis or synergistic effect of substrate induction and chiral catalysis, the stereoselectivity of a Diels-Alder reaction can be greatly improved, and a high chiral purity of a common intermediate (III) can be obtained; cut-out of N-O bond and reduction the double bond use catalytic hydrogenation, which can be environmentally friendly; the reaction conditions are mild, the yield is higher than the existing preparation method, the method is economic and effective, and is adapted to large-scale industrial production.

Preparation method of (1R,3S)-3-amino cyclopentanol hydrochloride

The invention provides a preparation method of (1R,3S)-3-amino cyclopentanol hydrochloride. A urea peroxide-trifluoroacetic anhydride system is adopted as an oxidizing agent, and a compound I is subjected to oxidation reaction so as to generate a compound II and a compound II', so that the use of an oxidizing agent with high price and big risk is avoided. Hydrogen chloride obtained through esterification reaction of isopropanol and an acyl chloride compound is subjected to de-protection reaction with a compound III, so that the process stability is good compared with the way of directly feeding hydrogen chloride and carrying out de-protection reaction on the hydrogen chloride and the compound III, the condition that the (1R,3S)-3-amino cyclopentanol hydrochloride can be smoothly separatedout from a reaction solution is ensured, and the method is convenient to operate and friendly to the work environment. In addition, the preparation method provided by the invention is high in productyield and purity, low in production cost, high in safety, simple to operate, and suitable for large-scale production.

Regioselective, Asymmetric Formal Hydroamination of Unactivated Internal Alkenes

We report the regioselective and enantioselective formal hydroamination of unsymmetrical internal alkenes catalyzed by a copper catalyst ligated by DTBM-SEGPHOS. The regioselectivity of the reaction is controlled by the electronic effects of ether, ester, and sulfonamide groups in the homoallylic position. The observed selectivity underscores the influence of inductive effects of remote substituents on the selectivity of catalytic processes occurring at hydrocarbyl groups, and the method provides direct access to various 1,3-aminoalcohol derivatives with high enantioselectivity. A regio- and enantioselective formal hydroamination of unsymmetrical, unactivated internal alkenes occurs with a silane and hydroxylamine derivative. The regioselectivity is controlled by the electronic effects of ether, ester, and sulfonamide groups in the homoallylic position. This method provides direct access to 1,3-aminoalcohols with high enantioselectivity.