(4aR,9aS)-6-bromo-4-hydroxy-4,4a,9,9a-tetrahydroindeno[2,1-b][1,4]oxazin-3(2H)-one

Base Information Edit

Chemical Name:(4aR,9aS)-6-bromo-4-hydroxy-4,4a,9,9a-tetrahydroindeno[2,1-b][1,4]oxazin-3(2H)-one
CAS No.:1394957-71-1
Molecular Formula:C₁₁H₁₀BrNO₃
Molecular Weight:284.109
Hs Code.:
Mol file:1394957-71-1.mol

Synonyms:(4aR,9aS)-6-bromo-4-hydroxy-4,4a,9,9a-tetrahydroindeno[2,1-b][1,4]oxazin-3(2H)-one

Suppliers and Price of (4aR,9aS)-6-bromo-4-hydroxy-4,4a,9,9a-tetrahydroindeno[2,1-b][1,4]oxazin-3(2H)-one

Supply Marketing:Edit

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Sigma-Aldrich
(R,S)-Bode Kinetic Resolution Catalyst
100mg
$ 119.00

Total 1 raw suppliers

Chemical Property of (4aR,9aS)-6-bromo-4-hydroxy-4,4a,9,9a-tetrahydroindeno[2,1-b][1,4]oxazin-3(2H)-one Edit

Chemical Property:

Boiling Point:430.0±55.0 °C(Predicted)
Density:1.750±0.06 g/cm3(Predicted)

Purity/Quality:

98%,99%, ^*data from raw suppliers

(R,S)-Bode Kinetic Resolution Catalyst ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Uses The following hydroxamic acid catalyst was shown by Bode and coworkers to assist in the kinetic resolution of cyclic amines through acylation of one enantiomer, which can be controlled using either the (R or S)- or (S or R)-Bode Kinetic Resolution Catalyst, both of which are also available through Sigma-Aldrich. It can also be employed in the preparation of nonracemic piperidines by kinetic resolution using an α-hydroxy-α′, β-unsaturated ketone in the presence of a pyrrolotriazolium salt.

Technology Process of (4aR,9aS)-6-bromo-4-hydroxy-4,4a,9,9a-tetrahydroindeno[2,1-b][1,4]oxazin-3(2H)-one

There total 5 articles about (4aR,9aS)-6-bromo-4-hydroxy-4,4a,9,9a-tetrahydroindeno[2,1-b][1,4]oxazin-3(2H)-one 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: 73.0%

: 1394957-70-0
(4aR,9aS)-6-bromo-4,4a,9,9a-tetrahydroindeno[2,1-b][1,4]oxazin-3(2H)-one

: 1394957-71-1
(4aR,9aS)-6-bromo-4-hydroxy-4,4a,9,9a-tetrahydroindeno[2,1-b][1,4]oxazin-3(2H)-one

Guidance literature:: (4aR,9aS)-6-bromo-4,4a,9,9a-tetrahydroindeno[2,1-b][1,4]oxazin-3(2H)-one; With N,O-bis-(trimethylsilyl)-acetamide; In acetonitrile; at 80 ℃; for 1h;

With MoO₅*pyridine*HMPA; In dichloromethane; at 23 ℃; for 72h; Darkness;

With water; ethylene diamine tetraacetic acid tetrasodium salt; for 1h;
DOI:10.1039/c2cc34907h

Reference yield: 73.0%

: 862095-79-2
indeno[2,1-b]-1,4-oxazin-3(2H)-one,4,4a,9,9a-tetrahydro-,(4aR,9aS)-

: 1394957-71-1
(4aR,9aS)-6-bromo-4-hydroxy-4,4a,9,9a-tetrahydroindeno[2,1-b][1,4]oxazin-3(2H)-one

Guidance literature:: With oxodiperoxymolybdenumpyridine hexamethylphosphoric triamide complex; N,O-Bis(trimethylsilyl)acetamide; In dichloromethane; acetonitrile; at 23 - 75 ℃;

Reference yield:

: 136030-00-7
(1R,2S)-1-Amino-2-indanol

: 1394957-71-1
(4aR,9aS)-6-bromo-4-hydroxy-4,4a,9,9a-tetrahydroindeno[2,1-b][1,4]oxazin-3(2H)-one

Guidance literature:: Multi-step reaction with 2 steps

1: sulfuric acid; N-Bromosuccinimide / 0 °C

2: N,O-Bis(trimethylsilyl)acetamide; oxodiperoxymolybdenumpyridine hexamethylphosphoric triamide complex / acetonitrile; dichloromethane / 23 - 75 °C

With N-Bromosuccinimide; oxodiperoxymolybdenumpyridine hexamethylphosphoric triamide complex; sulfuric acid; N,O-Bis(trimethylsilyl)acetamide; In dichloromethane; acetonitrile;