trans-1,2-Di-O-benzoylcyclohexan-1,2-diol

Base Information

Chemical Name:trans-1,2-Di-O-benzoylcyclohexan-1,2-diol
CAS No.:79547-83-4
Molecular Formula:C₂₀H₂₀O₄
Molecular Weight:324.376
Hs Code.:
DSSTox Substance ID:DTXSID101253140
Nikkaji Number:J1.157.164F

Synonyms:trans-1,2-Di-O-benzoylcyclohexan-1,2-diol;SCHEMBL10907426;JXUSSZXXZIJFDP-QZTJIDSGSA-N;DTXSID101253140;2-(Benzoyloxy)cyclohexyl benzoate #;79547-83-4;1,2-Cyclohexanediol, 1,2-dibenzoate, (1R,2R)-

Suppliers and Price of trans-1,2-Di-O-benzoylcyclohexan-1,2-diol

Supply Marketing:

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

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Chemical Property of trans-1,2-Di-O-benzoylcyclohexan-1,2-diol

Chemical Property:

XLogP3:4.7
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:6
Exact Mass:324.13615911
Heavy Atom Count:24
Complexity:381

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:C1CCC(C(C1)OC(=O)C2=CC=CC=C2)OC(=O)C3=CC=CC=C3
Isomeric SMILES:C1CC[C@H]([C@@H](C1)OC(=O)C2=CC=CC=C2)OC(=O)C3=CC=CC=C3

Technology Process of trans-1,2-Di-O-benzoylcyclohexan-1,2-diol

There total 11 articles about trans-1,2-Di-O-benzoylcyclohexan-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:

: 1792-81-0
cis-1,2-cyclohexane

: 79547-83-4
(R,R)-1,2-di(phenylcarbonyloxy)cyclohexane

Guidance literature:: Multi-step reaction with 8 steps

1: trimethylsilyl trifluoromethanesulfonate (TMSOTf) / tetrahydrofuran / 0.5 h / 0 °C

2: trimethylsilyl trifluoromethanesulfonate (TMSOTf) / CH₂Cl₂ / 22 h / -40 °C

3: 97 percent Spectr_. / TiCl₄ / CH₂Cl₂ / 1 h / -85 °C

4: ethyldiisopropylamine / CH₂Cl₂ / Ambient temperature

5: 0.5 N t-BuOK / 2-methyl-propan-2-ol / 2 h / 60 °C

6: 40 percent / triphenylphosphine, diethyl azodicarboxylate (DEAD) / tetrahydrofuran / 3 h / Ambient temperature

7: 73 percent / bromotrimethylsilane, molecular sieves 4A / CH₂Cl₂ / 2 h / -30 °C

8: dicyclohexylcarbodiimide (DCC), 4-(N,N-dimethylamino)pyridine (DMAP) / CH₂Cl₂ / 1 h / Ambient temperature

With dmap; trimethylsilyl bromide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; potassium tert-butylate; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; tert-butyl alcohol;
DOI:10.1021/jo00272a027

Reference yield:

: 39789-20-3
cis-1,2-bis(trimethylsilyloxy)cyclohexane

: 79547-83-4
(R,R)-1,2-di(phenylcarbonyloxy)cyclohexane

Guidance literature:: Multi-step reaction with 7 steps

1: trimethylsilyl trifluoromethanesulfonate (TMSOTf) / CH₂Cl₂ / 22 h / -40 °C

2: 97 percent Spectr_. / TiCl₄ / CH₂Cl₂ / 1 h / -85 °C

3: ethyldiisopropylamine / CH₂Cl₂ / Ambient temperature

4: 0.5 N t-BuOK / 2-methyl-propan-2-ol / 2 h / 60 °C

5: 40 percent / triphenylphosphine, diethyl azodicarboxylate (DEAD) / tetrahydrofuran / 3 h / Ambient temperature

6: 73 percent / bromotrimethylsilane, molecular sieves 4A / CH₂Cl₂ / 2 h / -30 °C

7: dicyclohexylcarbodiimide (DCC), 4-(N,N-dimethylamino)pyridine (DMAP) / CH₂Cl₂ / 1 h / Ambient temperature

With dmap; trimethylsilyl bromide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; potassium tert-butylate; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; tert-butyl alcohol;
DOI:10.1021/jo00272a027

Reference yield:

: 119972-88-2
(1S,2S)-2-(methoxymethoxy)cyclohexyl benzoate

: 79547-83-4
(R,R)-1,2-di(phenylcarbonyloxy)cyclohexane

Guidance literature:: Multi-step reaction with 2 steps

1: 73 percent / bromotrimethylsilane, molecular sieves 4A / CH₂Cl₂ / 2 h / -30 °C

2: dicyclohexylcarbodiimide (DCC), 4-(N,N-dimethylamino)pyridine (DMAP) / CH₂Cl₂ / 1 h / Ambient temperature

With dmap; trimethylsilyl bromide; 4 A molecular sieve; dicyclohexyl-carbodiimide; In dichloromethane;
DOI:10.1021/jo00272a027