(1S,2R)-4-bromo-3-(2-bromoethyl)cyclohex-3-ene-1,2-diol

Base Information

Chemical Name:(1S,2R)-4-bromo-3-(2-bromoethyl)cyclohex-3-ene-1,2-diol
CAS No.:172484-96-7
Molecular Formula:C₈H₁₂Br₂O₂
Molecular Weight:299.99
Hs Code.:
DSSTox Substance ID:DTXSID30570645
Nikkaji Number:J781.858K
Mol file:172484-96-7.mol

Synonyms:172484-96-7;(1S,2R)-4-bromo-3-(2-bromoethyl)cyclohex-3-ene-1,2-diol;DTXSID30570645

Suppliers and Price of (1S,2R)-4-bromo-3-(2-bromoethyl)cyclohex-3-ene-1,2-diol

Supply Marketing:

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

Manufacturers and distributors:

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Chemical Property of (1S,2R)-4-bromo-3-(2-bromoethyl)cyclohex-3-ene-1,2-diol

Chemical Property:

XLogP3:1
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:299.91836
Heavy Atom Count:12
Complexity:192

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1CC(=C(C(C1O)O)CCBr)Br
Isomeric SMILES:C1CC(=C([C@H]([C@H]1O)O)CCBr)Br

Technology Process of (1S,2R)-4-bromo-3-(2-bromoethyl)cyclohex-3-ene-1,2-diol

There total 2 articles about (1S,2R)-4-bromo-3-(2-bromoethyl)cyclohex-3-ene-1,2-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: 50.0%

: 172484-94-5
(1S,2R)-4-Bromo-3-(2-bromo-ethyl)-cyclohexa-3,5-diene-1,2-diol

: 172484-96-7
(1S,2R)-4-Bromo-3-(2-bromo-ethyl)-cyclohex-3-ene-1,2-diol

Guidance literature:: With PAD; In acetic acid;
DOI:10.1016/0040-4039(96)01867-9

Reference yield:

: 1074-15-3
1-bromo-2-(2-bromoethyl)benzene

: 172484-96-7
(1S,2R)-4-Bromo-3-(2-bromo-ethyl)-cyclohex-3-ene-1,2-diol

Guidance literature:: Multi-step reaction with 2 steps

1: Pseudomonas putida 39/D

2: 50 percent / PAD / acetic acid

With Pseudomonas putida 39/D; In acetic acid;
DOI:10.1016/0040-4039(96)01867-9

Reference yield:

: 172484-96-7
(1S,2R)-4-Bromo-3-(2-bromo-ethyl)-cyclohex-3-ene-1,2-diol

: 184884-49-9
(7S,8S,10bR)-7-(2-Bromo-6-methoxy-phenoxy)-8-(tert-butyl-dimethyl-silanyloxy)-1,5,6,7,8,9,10,10b-octahydro-oxazolo[4,3-a]isoquinolin-3-one

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / p-TsOH / acetone / 3 h / Ambient temperature

2: 38 percent / NaH / dimethylsulfoxide / 1.) r.t., 15 min, 2.) r.t., overnight

3: 56 percent / Bu₃SnH, AIBN / benzene / 1 h / Heating

4: 94 percent / Dowex 50X₈-100 strongly acid resin / methanol; H₂O / Ambient temperature

5: 85.5 percent / i-PrNEt / CH₂Cl₂ / 4 h / -78 °C

6: 94 percent / DEAD, Bu₃P / tetrahydrofuran / 1.5 h / 0 °C

With 2,2'-azobis(isobutyronitrile); tributylphosphine; Dowex 50X₈-100 strongly acid resin; i-PrNEt; tri-n-butyl-tin hydride; sodium hydride; toluene-4-sulfonic acid; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; acetone; benzene;
DOI:10.1055/s-1998-5931