fredericamycin A

Base Information

Chemical Name:fredericamycin A
CAS No.:80455-68-1
Molecular Formula:C₃₀H₂₁NO₉
Molecular Weight:539.498
Hs Code.:
Mol file:80455-68-1.mol

Synonyms:fredericamycin A;(S)-fredericamycin A;Fmoc-L-|A-Homo-Leu-OH;ent-fredericamycin A;(S)-3-(Fmoc-amino)-5-methylhexanoic acid;Fmoc-?-HoLeu-OH;

Suppliers and Price of fredericamycin A

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

American Custom Chemicals Corporation
FREDERICAMYCIN-A 95.00%
5MG
$ 498.40

Total 6 raw suppliers

Chemical Property of fredericamycin A

Chemical Property:

Melting Point:>350° (dec)
Boiling Point:1030.142oC at 760 mmHg
PKA:pKa (DMF) 6.80; 8.88(at 25℃)
Flash Point:576.809oC
PSA：171.06000
Density:1.654g/cm3
LogP:3.40670

Purity/Quality:

99% ^*data from raw suppliers

FREDERICAMYCIN-A 95.00% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of fredericamycin A

There total 30 articles about fredericamycin A 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:

: C₃₀H₂₃NO₉

: 80455-68-1
fredericamycin A

Guidance literature:: With air; In tetrahydrofuran; water; at 20 ℃; for 24h;
DOI:10.1021/ja0035699

Reference yield:

: 141903-31-3
1-ethoxy-3-(ethoxycarbonyl)-7,8-dihydro-9-hydroxy-6H-cyclopentisoquinolin-8-one

: 80455-68-1
fredericamycin A

Guidance literature:: Multi-step reaction with 16 steps

1: 93 percent / K₂CO₃, Bu₄NI / dimethylformamide / 6 h / 25 °C

2: t-BuOK, EtOH / CH₂Cl₂ / 7 h / -67 - 25 °C

3: 68 percent / Et₃N, DMAP

4: 5 percent / Dibal-H / tetrahydrofuran; toluene / 3 h / -78 °C

5: 2.) I₂ / 1.) THF, hexane, from -78 deg C to 25 deg C, 12 h, 2.) CH₂Cl₂, 25 deg C, 5 d

6: 1.) Dibal-H, 2.) 1.0 M aq. phosphate buffer / 1.) toluene, -30 deg C, 1 h, 2.) toluene, 25 deg C, 20 min

7: tetrahydrofuran / 2 h / -78 - 0 °C

8: imidazole / dimethylformamide / 22 h / 25 °C

9: 35 percent / Ac₂O / heptane / 47 h / 50 °C

10: 52 percent / K₂CO₃, Bu₄NI / acetone / 53 h / 25 °C

11: Bu₄NF / tetrahydrofuran / 10.5 h / 50 °C

12: DMSO, TFAA / CH₂Cl₂ / 1 h / -78 °C

13: DBU / CH₂Cl₂ / 20 h / -78 - 25 °C

14: 1.) TFAA, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 1 h, 2.) CH₂Cl₂, 25 deg C, 30 min

16: 1.) BBr₃, 2.) air, 3.) TsOH, NaBr

With 1H-imidazole; dmap; phosphate buffer; air; ethanol; potassium tert-butylate; tetrabutyl ammonium fluoride; iodine; acetic anhydride; boron tribromide; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic anhydride; sodium bromide; In tetrahydrofuran; n-heptane; dichloromethane; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1021/ja00153a004

Reference yield:

: 141903-28-8
1-ethoxy-3-(ethoxycarbonyl)-5,5a,7,8-tetrahydro-9-hydroxy-6H-cyclopentisoquinolin-8-one

: 80455-68-1
fredericamycin A

Guidance literature:: Multi-step reaction with 17 steps

1: 87 percent / DDQ / CH₂Cl₂ / 0.17 h / 25 °C

2: 93 percent / K₂CO₃, Bu₄NI / dimethylformamide / 6 h / 25 °C

3: t-BuOK, EtOH / CH₂Cl₂ / 7 h / -67 - 25 °C

4: 68 percent / Et₃N, DMAP

5: 5 percent / Dibal-H / tetrahydrofuran; toluene / 3 h / -78 °C

6: 2.) I₂ / 1.) THF, hexane, from -78 deg C to 25 deg C, 12 h, 2.) CH₂Cl₂, 25 deg C, 5 d

7: 1.) Dibal-H, 2.) 1.0 M aq. phosphate buffer / 1.) toluene, -30 deg C, 1 h, 2.) toluene, 25 deg C, 20 min

8: tetrahydrofuran / 2 h / -78 - 0 °C

9: imidazole / dimethylformamide / 22 h / 25 °C

10: 35 percent / Ac₂O / heptane / 47 h / 50 °C

11: 52 percent / K₂CO₃, Bu₄NI / acetone / 53 h / 25 °C

12: Bu₄NF / tetrahydrofuran / 10.5 h / 50 °C

13: DMSO, TFAA / CH₂Cl₂ / 1 h / -78 °C

14: DBU / CH₂Cl₂ / 20 h / -78 - 25 °C

15: 1.) TFAA, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 1 h, 2.) CH₂Cl₂, 25 deg C, 30 min

17: 1.) BBr₃, 2.) air, 3.) TsOH, NaBr

With 1H-imidazole; dmap; phosphate buffer; air; ethanol; potassium tert-butylate; tetrabutyl ammonium fluoride; iodine; acetic anhydride; boron tribromide; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic anhydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium bromide; In tetrahydrofuran; n-heptane; dichloromethane; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1021/ja00153a004