(1s,2r)-2-Bromo-2,3-dihydro-1h-inden-1-ol

Base Information

• Chemical Name: (1s,2r)-2-Bromo-2,3-dihydro-1h-inden-1-ol
• CAS No.: 180681-90-7
• Molecular Formula: C9H9BrO
• Molecular Weight: 213.074
• DSSTox Substance ID: DTXSID10356222
• Nikkaji Number: J736.596I
• Mol file: 180681-90-7.mol

Synonyms:(1s,2r)-2-bromo-2,3-dihydro-1h-inden-1-ol;180681-90-7;1H-Inden-1-ol, 2-bromo-2,3-dihydro-, (1S,2R)-;rac-(1R,2S)-2-bromo-2,3-dihydro-1H-inden-1-ol;252984-60-4;SCHEMBL8073541;DTXSID10356222;(-)-cis-(1s,2r)-2-bromoindan-1-ol;EN300-814233;EN300-1266514

Chemical Property of (1s,2r)-2-Bromo-2,3-dihydro-1h-inden-1-ol

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 211.98368
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(C2=CC=CC=C21)O)Br
• Isomeric SMILES: C1[C@H]([C@H](C2=CC=CC=C21)O)Br

Technology Process of (1s,2r)-2-Bromo-2,3-dihydro-1h-inden-1-ol

There total 11 articles about (1s,2r)-2-Bromo-2,3-dihydro-1h-inden-1-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

2-bromoindanone (1775-27-5) → (1S,2R)-2-bromo-2,3-dihydro-1H-inden-1-ol (180681-90-7,78684-69-2)

Guidance literature:

With formic acid; Ms-DENEB; triethylamine; In ethyl acetate; at 40 ℃; for 8h; stereoselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.1c00739

Reference yield: 75.0%

2-bromo-2-indene-1-one (50870-60-5) → (1S,2R)-2-bromo-2,3-dihydro-1H-inden-1-ol (180681-90-7,78684-69-2)

Guidance literature:

With baker's yeast; D-glucose; In ethanol; water; at 38 - 40 ℃; for 24h;

DOI:10.1016/S0957-4166(98)00128-1

Reference yield: 45.0%

Isopropenyl acetate (108-22-5) + cis-2-bromo-2,3-dihydro-1H-inden-1-ol (78684-69-2) → (1R,2S)-2-bromo-2,3-dihydro-1H-inden-1-ol acetate + (1S,2R)-2-bromo-2,3-dihydro-1H-inden-1-ol (180681-90-7,78684-69-2)

Guidance literature:

With Novozym 435 lipase; In tert-butyl methyl ether; at 50 ℃; Inert atmosphere; Enzymatic reaction;

DOI:10.1080/00397911.2021.1960378

upstream raw materials:

2-bromoindane

2,2-dibromoindan-1-one

2-bromo-2-indene-1-one

2-bromoindanone

Downstream raw materials:

(1S,2R)-1-amino-2-indanol

(1aR,6aS)-6,6a-dihydro-1aH-indeno[1,2-b]oxirene

(1R,2S)-1-Amino-2-indanol

(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol