Welcome to LookChem.com Sign In|Join Free

CAS

  • or
(1R,2S)-1-Amino-2-indanol is a white to light yellow crystal powder that belongs to the class of catalytic ligands. It is known for its enantioselective properties when used with a reducing agent, making it a valuable compound in various chemical reactions and pharmaceutical applications.

136030-00-7

Post Buying Request

136030-00-7 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier

136030-00-7 Usage

Uses

Used in Pharmaceutical Industry:
(1R,2S)-1-Amino-2-indanol is used as a chiral ligand for the catalytic asymmetric reduction of prochiral ketones with boranes. This application is crucial in the synthesis of enantiomerically pure compounds, which are essential in the development of pharmaceuticals with improved efficacy and reduced side effects.
Used in HIV Treatment:
(1R,2S)-1-Amino-2-indanol is used as a key component in the preparation of potent HIV-1 protease inhibitory peptides. These peptides have shown significant promise in the development of antiretroviral drugs, offering new treatment options for patients suffering from HIV and AIDS.
Used in Chemical Synthesis:
(1R,2S)-1-Amino-2-indanol is used as a chiral ligand in the reduction of a wide range of substrates, exhibiting enantioselectivity when paired with a reducing agent. This property makes it an important tool in the synthesis of various organic compounds, particularly those with chiral centers that are crucial for biological activity.

Check Digit Verification of cas no

The CAS Registry Mumber 136030-00-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,6,0,3 and 0 respectively; the second part has 2 digits, 0 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 136030-00:
(8*1)+(7*3)+(6*6)+(5*0)+(4*3)+(3*0)+(2*0)+(1*0)=77
77 % 10 = 7
So 136030-00-7 is a valid CAS Registry Number.
InChI:InChI=1/C9H11NO/c10-9-7-4-2-1-3-6(7)5-8(9)11/h1-4,8-9,11H,5,10H2/p+1/t8-,9+/m0/s1

136030-00-7 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (A1623)  (1R,2S)-(+)-1-Amino-2-indanol  >98.0%(GC)(T)

  • 136030-00-7

  • 1g

  • 370.00CNY

  • Detail
  • TCI America

  • (A1623)  (1R,2S)-(+)-1-Amino-2-indanol  >98.0%(GC)(T)

  • 136030-00-7

  • 5g

  • 1,130.00CNY

  • Detail
  • Aldrich

  • (440841)  (1R,2S)-(+)-cis-1-Amino-2-indanol  99%

  • 136030-00-7

  • 440841-1G

  • 464.49CNY

  • Detail
  • Aldrich

  • (440841)  (1R,2S)-(+)-cis-1-Amino-2-indanol  99%

  • 136030-00-7

  • 440841-5G

  • 1,421.55CNY

  • Detail

136030-00-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name (1R,2S)-(+)-1-Amino-2-Hydroxyindan

1.2 Other means of identification

Product number -
Other names (1R,2S)-(+)-1-Amino-2-indanol

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:136030-00-7 SDS

136030-00-7Relevant articles and documents

Continuous-Flow Kinetic Resolution of (±)- cis -1-Amino-2-indanol by Lipase-Catalyzed N-Acetylation

Kim, Yoon-Jung,Choi, Yong-Sung,Yang, Sai,Yang, Woo Ram,Jeong, Jin-Hyun

, p. 1981 - 1984 (2015)

Selective N-acetylation of (1S,2R)-1-amino-2-indanol by immobilized lipase B from Candida antarctica showed high enantiomeric excess when ethyl acetate was used as the acyl donor in a THF solution. Combining this process with continuous-flow system, we could obtain enantiomerically pure N-acetyl-aminoindanol at a flow rate of 0.1 mL/min (residence time of 64 min). It has been demonstrated to be more efficient compared to the flask mode.

Convenient method for the kinetic resolution of β-aminoalcohols

Pelotier, Béatrice,Priem, Ghislaine,Macdonald, Simon J.F.,Anson, Mike S.,Upton, Richard J.,Campbell, Ian B.

, p. 9005 - 9007 (2005)

A variety of easily removable protecting groups were tested in the kinetic resolution of N-protected β-aminoalcohols using chiral catalysts derived from N-4′-pyridinyl-α-methyl proline. The trifluoroacetyl group was the most promising protecting group as it gave the highest selectivities with all alcohols tested and can easily be removed without loss of enantiomeric excess. This strategy constitutes a convenient method for the kinetic resolution of β-aminoalcohols.

Catalytic enantioselective synthesis of β-amino alcohols by nitrene insertion

Zhou, Zijun,Tan, Yuqi,Shen, Xiang,Ivlev, Sergei,Meggers, Eric

, p. 452 - 458 (2020/12/31)

Chiral β-amino alcohols are important building blocks for the synthesis of drugs, natural products, chiral auxiliaries, chiral ligands and chiral organocatalysts. The catalytic asymmetric β-amination of alcohols offers a direct strategy to access this class of molecules. Herein, we report a general intramolecular C(sp3)-H nitrene insertion method for the synthesis of chiral oxazolidin-2-ones as precursors of chiral β-amino alcohols. Specifically, the ring-closing C(sp3)-H amination of N-benzoyloxycarbamates with 2 mol% of a chiral ruthenium catalyst provides cyclic carbamates in up to 99% yield and with up to 99% ee. The method is applicable to benzylic, allylic, and propargylic C-H bonds and can even be applied to completely non-activated C (sp3)-H bonds, although with somewhat reduced yields and stereoselectivities. The obtained cyclic carbamates can subsequently be hydrolyzed to obtain chiral β-amino alcohols. The method is very practical as the catalyst can be easily synthesized on a gram scale and can be recycled after the reaction for further use. The synthetic value of the new method is demonstrated with the asymmetric synthesis of a chiral oxazolidin-2-one as intermediate for the synthesis of the natural product aurantioclavine and chiral β-amino alcohols that are intermediates for the synthesis of chiral amino acids, indane-derived chiral Box-ligands, and the natural products dihydrohamacanthin A and dragmacidin A.[Figure not available: see fulltext.].

Efficient diastereoselective synthesis of cis-2-amino-1-indanol derivatives and cis- and trans-1-amino-2-indanol via Pd-catalyzed hydrogenation

Nguyen, Thi Ha,Ma, Eunsook

supporting information, p. 3717 - 3728 (2021/11/01)

(±)-cis-2-amino-1-indanol was diastereoselectively synthesized from 1,2-indanedion-2-oxime in ethanol at 25 °C under 10% Pd/C-catalyzed hydrogenation conditions. Under the same hydrogenation condition, 1,2-indanedion-2-oxime and their derivatives having one and/or two electron-donating groups in aliphatic or aromatic part of indanyl ring were diastereoselectively reduced to racemic cis-2-amino-1-indanol derivatives. From 1,2-indanedion-1-oxime, (±)-trans-1-amino-2-indanol was obtained in ethanol at 25 °C over a 10% Pd/BaSO4 catalyst. In contrast, the 10% Pd/BaSO4-catalyzed hydrogenation reaction in ethanol at 45 °C afforded cis-1-hydroxyamino-2-indanol from 1,2-indanedion-1-oxime, followed by reduction to form (±)-cis-1-amino-2-indanol. The diastereoselectivity of β-aminoindanols was dependent on the Pd catalyst, reaction temperature, and pH of the reaction medium.

Enantioselective Cascade Biocatalysis for Deracemization of Racemic β-Amino Alcohols to Enantiopure (S)-β-Amino Alcohols by Employing Cyclohexylamine Oxidase and ω-Transaminase

Zhang, Jian-Dong,Chang, Ya-Wen,Dong, Rui,Yang, Xiao-Xiao,Gao, Li-Li,Li, Jing,Huang, Shuang-Ping,Guo, Xing-Mei,Zhang, Chao-Feng,Chang, Hong-Hong

, p. 124 - 128 (2020/09/21)

Optically active β-amino alcohols are very useful chiral intermediates frequently used in the preparation of pharmaceutically active substances. Here, a novel cyclohexylamine oxidase (ArCHAO) was identified from the genome sequence of Arthrobacter sp. TYUT010-15 with the R-stereoselective deamination activity of β-amino alcohol. ArCHAO was cloned and successfully expressed in E. coli BL21, purified and characterized. Substrate-specific analysis revealed that ArCHAO has high activity (4.15 to 6.34 U mg?1 protein) and excellent enantioselectivity toward the tested β-amino alcohols. By using purified ArCHAO, a wide range of racemic β-amino alcohols were resolved, (S)-β-amino alcohols were obtained in >99 % ee. Deracemization of racemic β-amino alcohols was conducted by ArCHAO-catalyzed enantioselective deamination and transaminase-catalyzed enantioselective amination to afford (S)-β-amino alcohols in excellent conversion (78–94 %) and enantiomeric excess (>99 %). Preparative-scale deracemization was carried out with 50 mM (6.859 g L?1) racemic 2-amino-2-phenylethanol, (S)-2-amino-2-phenylethanol was obtained in 75 % isolated yield and >99 % ee.

Site-Specific C(sp3)–H Aminations of Imidates and Amidines Enabled by Covalently Tethered Distonic Radical Anions

Fang, Yuanding,Fu, Kang,Shi, Lei,Zhao, Rong,Zhou, Jia

, p. 20682 - 20690 (2020/09/07)

The utilization of N-centered radicals to synthesize nitrogen-containing compounds has attracted considerable attention recently, due to their powerful reactivities and the concomitant construction of C?N bonds. However, the generation and control of N-centered radicals remain particularly challenging. We report a tethering strategy using SOMO-HOMO-converted distonic radical anions for the site-specific aminations of imidates and amidines with aid of the non-covalent interaction. This reaction features a remarkably broad substrate scope and also enables the late-stage functionalization of bioactive molecules. Furthermore, the reaction mechanism is thoroughly investigated through kinetic studies, Raman spectroscopy, electron paramagnetic resonance spectroscopy, and density functional theory calculations, revealing that the aminations likely involve direct homolytic cleavage of N?H bonds and subsequently controllable 1,5 or 1,6 hydrogen atom transfer.

Visible-Light-Driven N-Heterocyclic Carbene Catalyzed γ- and ?-Alkylation with Alkyl Radicals

Dai, Lei,Xia, Zi-Hao,Gao, Yuan-Yuan,Gao, Zhong-Hua,Ye, Song

, p. 18124 - 18130 (2019/11/13)

The merging of photoredox catalysis and N-heterocyclic carbene (NHC) catalysis for γ- and ?-alkylation of enals with alkyl radicals was developed. The alkylation reaction of γ-oxidized enals with alkyl halides worked well for the synthesis γ-multisubstituted-α,β-unsaturated esters, including those with challenging vicinal all-carbon quaternary centers. The synthesis of ?-multisubstituted-α,β-γ,δ-diunsaturated esters by an unprecedented NHC-catalyzed ?-functionalization was also established.

Catalytic β C-H amination: Via an imidate radical relay

Stateman, Leah M.,Wappes, Ethan A.,Nakafuku, Kohki M.,Edwards, Kara M.,Nagib, David A.

, p. 2693 - 2699 (2019/03/06)

The first catalytic strategy to harness imidate radicals for C-H functionalization has been developed. This iodine-catalyzed approach enables β C-H amination of alcohols by an imidate-mediated radical relay. In contrast to our first-generation, (super)stoichiometric protocol, this catalytic method enables faster and more efficient reactivity. Furthermore, lower oxidant concentration affords broader functional group tolerance, including alkenes, alkynes, alcohols, carbonyls, and heteroarenes. Mechanistic experiments interrogating the electronic nature of the key 1,5 H-atom transfer event are included, as well as probes for chemo-, regio-, and stereo-selectivity.

Highly Efficient and Robust Enantioselective Liquid–Liquid Extraction of 1,2-Amino Alcohols utilizing VAPOL- and VANOL-based Phosphoric Acid Hosts

Pinxterhuis, Erik B.,Gualtierotti, Jean-Baptiste,Wezenberg, Sander J.,de Vries, Johannes G.,Feringa, Ben L.

, p. 178 - 184 (2017/12/15)

The large-scale production of enantiopure compounds in a cost-effective and environmentally friendly manner remains one of the major challenges of modern-day chemistry. The resolution of racemates through enantioselective liquid–liquid extraction was developed as a suitable solution but has remained largely underused, owing to a lack of highly efficient and robust chiral hosts to mediate the process. This paucity of hosts can in part be attributed to a poor understanding of the underlying principles behind these processes hindering the design of more efficient selectors. A previously untested class of hosts, VAPOL and VANOL derived phosphoric acids, has been studied in depth for the efficient enantioselective liquid–liquid extraction of 1,2-amino alcohols. A systematic investigation of extraction parameters was conducted, revealing many key interactions and DFT calculations illustrate the binding modes for the 1:1 complexes that are involved in chiral recognition. The resulting, now-optimized, procedures are highly robust and easy to implement. They are also easily scalable, as demonstrated by U-tube experiments.

Anti-HIV medicine containing indinavir and preparation method thereof

-

Paragraph 0017, (2018/08/28)

The invention discloses anti-HIV medicine containing indinavir and a preparation method thereof. The anti-HIV medicine containing indinavir is prepared from indinavir and pharmaceutically acceptable carriers, wherein the chemical name of indinavir is (1(1S,2R),5(S))-2,3,5-tri-deoxy-N-(2,3-dihydro-2-hydroxyl-1H-indene-1-yl)-5-[2-[[(1,1-dimethyl ethyl) amino]carbonyl]-4-(3-picolyl)-1-piperazinyl]-2-(benzyl)-D-erythro-valeramide. The process of a preparation process is simple and compact; the raw materials can be easily obtained; economic performance and environment protection are realized; the industrialization can be favorably realized; the economic technology development of the indinavir raw medicine of the anti-HIV medicine can be promoted; the dissolving-out degree of the anti-HIV medicine containing indinavir is high; the effect is ideal; the medicine is suitable for mass production.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 136030-00-7