(5R)-5-hydroxy-3-oxocyclohexene-1-carboxylic acid

Base Information

Chemical Name:(5R)-5-hydroxy-3-oxocyclohexene-1-carboxylic acid
CAS No.:232952-08-8
Molecular Formula:C₇H₈O₄
Molecular Weight:156.138
Hs Code.:
DSSTox Substance ID:DTXSID30442656
Mol file:232952-08-8.mol

Synonyms:232952-08-8;(5R)-5-hydroxy-3-oxocyclohexene-1-carboxylic acid;SCHEMBL12929618;DTXSID30442656

Suppliers and Price of (5R)-5-hydroxy-3-oxocyclohexene-1-carboxylic acid

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

Total 1 raw suppliers

Chemical Property of (5R)-5-hydroxy-3-oxocyclohexene-1-carboxylic acid

Chemical Property:

PSA：74.60000
LogP:-0.27880
XLogP3:-0.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:156.04225873
Heavy Atom Count:11
Complexity:229

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

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

Technology Process of (5R)-5-hydroxy-3-oxocyclohexene-1-carboxylic acid

There total 8 articles about (5R)-5-hydroxy-3-oxocyclohexene-1-carboxylic acid 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: 85.0%

: 232952-09-9,232952-17-9
4-deoxyshikimic acid

: 232952-08-8
4-deoxy-3-dehydroshikimic acid

Guidance literature:: With Na₂CO₃-NaHCO₃ buffer; shikimate dehydrogenase; nicotinamide adenine dinucleotide phosphate; at 25 ℃; for 0.25h;

Reference yield:

: 40983-58-2
methyl shikimate

: 232952-08-8
4-deoxy-3-dehydroshikimic acid

Guidance literature:: Multi-step reaction with 8 steps

1: 87 percent / Et₃N, DMAP, Bu₄NI / dimethylformamide / 1.) 0 deg C, 1 h, 2.) r.t., 3 h

2: 82 percent / DMAP / acetonitrile / 24 h / Ambient temperature

3: 93 percent / DIBAL-H / toluene / 0.25 h / -78 °C

4: 62 percent / Bu₃SnH, AIBN / toluene / 1 h / Heating

5: 83 percent / PDC, molecular sieves 4 Angstroem / CH₂Cl₂ / 2 h / Ambient temperature

6: 98 percent / NaH₂PO₄, NaClO₂, H₂O, 2-methylbut-2-ene / tetrahydrofuran; 2-methyl-propan-2-ol / 18 h / Ambient temperature

7: 99 percent / HCl / ethanol / 2 h / 0 - 20 °C

8: NADP(+), Na₂CO₃-NaHCO₃ buffer, shikimate dehydrogenase / 0.25 h / 25 °C / K_M

With hydrogenchloride; dmap; sodium chlorite; sodium dihydrogenphosphate; dipyridinium dichromate; 2-methyl-but-2-ene; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; Na₂CO₃-NaHCO₃ buffer; shikimate dehydrogenase; water; tri-n-butyl-tin hydride; nicotinamide adenine dinucleotide phosphate; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; tert-butyl alcohol;

Reference yield:

: 101906-40-5
methyl (3S,4S,5S)-3,5-bis(tert-butyldimethylsilyloxy)-4-phenoxythiocarbonyloxycyclohex-1-enecarboxylate

: 232952-08-8
4-deoxy-3-dehydroshikimic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 93 percent / DIBAL-H / toluene / 0.25 h / -78 °C

2: 62 percent / Bu₃SnH, AIBN / toluene / 1 h / Heating

3: 83 percent / PDC, molecular sieves 4 Angstroem / CH₂Cl₂ / 2 h / Ambient temperature

4: 98 percent / NaH₂PO₄, NaClO₂, H₂O, 2-methylbut-2-ene / tetrahydrofuran; 2-methyl-propan-2-ol / 18 h / Ambient temperature

5: 99 percent / HCl / ethanol / 2 h / 0 - 20 °C

6: NADP(+), Na₂CO₃-NaHCO₃ buffer, shikimate dehydrogenase / 0.25 h / 25 °C / K_M

With hydrogenchloride; sodium chlorite; sodium dihydrogenphosphate; dipyridinium dichromate; 2-methyl-but-2-ene; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; Na₂CO₃-NaHCO₃ buffer; shikimate dehydrogenase; water; tri-n-butyl-tin hydride; nicotinamide adenine dinucleotide phosphate; diisobutylaluminium hydride; In tetrahydrofuran; ethanol; dichloromethane; toluene; tert-butyl alcohol;