(3AS,4R,5R,7AS)-7-Bromo-2,2-dimethyl-3A,4,5,7A-tetrahydro-1,3-benzodioxole-4,5-diol

Base Information

Chemical Name:(3AS,4R,5R,7AS)-7-Bromo-2,2-dimethyl-3A,4,5,7A-tetrahydro-1,3-benzodioxole-4,5-diol
CAS No.:130669-72-6
Molecular Formula:C₉H₁₃BrO₄
Molecular Weight:265.104
Hs Code.:
DSSTox Substance ID:DTXSID70435749
Nikkaji Number:J1.163.498B
Wikidata:Q82250840
Mol file:130669-72-6.mol

Synonyms:130669-72-6;(3AS,4R,5R,7AS)-7-BROMO-2,2-DIMETHYL-3A,4,5,7A-TETRAHYDRO-1,3-BENZODIOXOLE-4,5-DIOL;(3AS,4R,5R,7aS)-7-bromo-2,2-dimethyl-3a,4,5,7a-tetrahydrobenzo[d][1,3]dioxole-4,5-diol;490350_ALDRICH;DTXSID70435749;UGCLVZMHFRQWFL-XUTVFYLZSA-N;AKOS015888862;[3aS-(3aalpha,4alpha,5alpha,7aalpha)]-7-Bromo-3a,4,5,7a-tetrahydro-2,2-dimethyl-1,3-benzodioxole-4,5-diol;J-005846;(3AS)-7-BROMO-3A,4,5,7A-TETRAHYDRO-2,2-D;(4R)-2,2-Dimethyl-7-bromo-3aalpha,4,5,7aalpha-tetrahydro-1,3-benzodioxole-4alpha,5alpha-diol;[3aS-(3a alpha ,4 alpha ,5 alpha ,7a alpha )]-7-Bromo-3a,4,5,7a-tetrahydro-2,2-dimethyl-1,3-benzodioxole-4,5-diol;[3aS-(3aalpha,4alpha,5alpha,7aalpha)]-7-Bromo-3a,4,5,7a-tetrahydro-2,2-dimethyl-1,3-benzodioxole-4,5-diol, 99%

Suppliers and Price of (3AS,4R,5R,7AS)-7-Bromo-2,2-dimethyl-3A,4,5,7A-tetrahydro-1,3-benzodioxole-4,5-diol

Supply Marketing:

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
[3aS-(3aα,4α,5α,7aα)]-7-Bromo-3a,4,5,7a-tetrahydro-2,2-dimethyl-1,3-benzodioxole-4,5-diol 99%
500mg
$ 253.00

American Custom Chemicals Corporation
[3AS-(3AALPHA,4ALPHA,5ALPHA,7AALPHA)]-7-BROMO-3A,4,5,7A-TETRAHYDRO-2,2-DIMETHYL-1,3-BENZODIOXOLE-4,5-DIOL 99.00%
500MG
$ 913.80

Total 3 raw suppliers

Chemical Property of (3AS,4R,5R,7AS)-7-Bromo-2,2-dimethyl-3A,4,5,7A-tetrahydro-1,3-benzodioxole-4,5-diol

Chemical Property:

Vapor Pressure:0mmHg at 25°C
Melting Point:121-124 °C(lit.)
Refractive Index:1.579
Boiling Point:375.69°C at 760 mmHg
Flash Point:181.011°C
PSA：58.92000
Density:1.649g/cm³
LogP:0.52070
Storage Temp.:?20°C
XLogP3:-0.1
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:0
Exact Mass:263.99972
Heavy Atom Count:14
Complexity:276

Purity/Quality:

97% ^*data from raw suppliers

[3aS-(3aα,4α,5α,7aα)]-7-Bromo-3a,4,5,7a-tetrahydro-2,2-dimethyl-1,3-benzodioxole-4,5-diol 99% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1(OC2C(C(C=C(C2O1)Br)O)O)C
Isomeric SMILES:CC1(O[C@H]2[C@@H]([C@@H](C=C([C@H]2O1)Br)O)O)C

Technology Process of (3AS,4R,5R,7AS)-7-Bromo-2,2-dimethyl-3A,4,5,7A-tetrahydro-1,3-benzodioxole-4,5-diol

There total 15 articles about (3AS,4R,5R,7AS)-7-Bromo-2,2-dimethyl-3A,4,5,7A-tetrahydro-1,3-benzodioxole-4,5-diol 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: 97.0%

: 130669-75-9
(3aS,7aS)-4-bromo-2,2-dimethyl-3a,7a-dihydro-1,3-benzodioxole

: 137501-12-3,130669-72-6
(3aS,4R,5R,7aS)-7-bromo-2,2-dimethyl-3a,4,5,7a-tetrahydrobenzo[d][1,3]dioxole-4,5-diol

Guidance literature:: With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In water; acetone; tert-butyl alcohol; for 8h; Ambient temperature;

Reference yield: 95.0%

: 130669-74-8
(1S,2S,5R,6R)-3-bromo-5,6-epoxy-1,2-O-isopropylidencyclohex-3-en-1,2-diol

: 130669-72-6,137501-12-3
(3aS,4R,5S,7aS)-7-bromo-3a,4,5,7a-tetrahydro-2,2-dimethyl-1,3-benzodioxole-4,5-diol

Guidance literature:: With amberlyst resin;
DOI:10.1016/j.tet.2003.10.097

Reference yield: 60.0%

: 130669-74-8
(1S,2S,5R,6R)-3-bromo-5,6-epoxy-1,2-O-isopropylidencyclohex-3-en-1,2-diol

: 130669-72-6,137501-12-3
(3aS,4R,5S,7aS)-7-bromo-3a,4,5,7a-tetrahydro-2,2-dimethyl-1,3-benzodioxole-4,5-diol

: 145107-28-4
(1R,2S,3R,4S,5R,6R)-3,4-(isopropylidenedioxy)-5,6-epoxycyclohexane-1,2-diol

Guidance literature:: (1S,2S,5R,6R)-3-bromo-5,6-epoxy-1,2-O-isopropylidencyclohex-3-en-1,2-diol; With sodium periodate; ruthenium(III) chloride dihydrate; In water; acetonitrile; at 0 ℃; for 0.0833333h;

With sodium tetrahydroborate; In water; acetonitrile; at 0 - 20 ℃; for 0.333333h;
DOI:10.1002/ejoc.201801424