[(1R,5R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-cyclohept-3-enyl]-carbamic acid benzyl ester

Base Information

Chemical Name:[(1R,5R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-cyclohept-3-enyl]-carbamic acid benzyl ester
CAS No.:1053616-85-5
Molecular Formula:C₂₁H₃₃NO₄Si
Molecular Weight:391.583
Hs Code.:

Synonyms:[(1R,5R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-cyclohept-3-enyl]-carbamic acid benzyl ester

Suppliers and Price of [(1R,5R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-cyclohept-3-enyl]-carbamic acid benzyl ester

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 0 raw suppliers

Chemical Property of [(1R,5R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-cyclohept-3-enyl]-carbamic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of [(1R,5R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-cyclohept-3-enyl]-carbamic acid benzyl ester

There total 14 articles about [(1R,5R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-cyclohept-3-enyl]-carbamic acid benzyl ester 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:

: 1121-63-7
cyclohepta-3,5-dien-1-ol

: 1053616-85-5
[(1R,5R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-cyclohept-3-enyl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 84 percent / MnO₂, benzoquinone, Pd(OAc)2 / acetic acid / 64 h / 25 °C

2: 100 percent / Et₃N / CH₂Cl₂ / 0.17 h / 0 °C

3: 82 percent / NaN₃ / dimethylformamide / 35 h / 50 °C

4: 100 percent / H₂ / Lindlar catalyst / ethanol / 50 h

5: 99 percent / aq. NaHCO₃ / ethyl acetate / 3 h / 25 °C

6: 95 percent / K₂CO₃ / methanol / 2 h

7: 91 percent / various solvent(s) / 86 h / 50 °C / Amano P-30 lipase (crude Pseudomonas cepacia lipase)

8: 99 percent / imidazole / dimethylformamide / 1.) 0 deg C, 30 min, 2.) r.t., 2 h

9: 95 percent / NaCN / methanol / 18 h / Ambient temperature

10: Et₃N / CH₂Cl₂ / 0.17 h

11: NaBH₄ / ethanol / 3 h

12: 30percent aq. H₂O₂ / tetrahydrofuran; CH₂Cl₂ / 1.) -78 deg C, 3 h, 2.) -78 deg C to r.t., 3 h

With 1H-imidazole; manganese(IV) oxide; palladium diacetate; sodium tetrahydroborate; sodium azide; sodium cyanide; hydrogen; dihydrogen peroxide; sodium hydrogencarbonate; potassium carbonate; triethylamine; p-benzoquinone; Lindlar's catalyst; In tetrahydrofuran; methanol; ethanol; dichloromethane; acetic acid; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo00108a025

Reference yield:

: 134780-02-2
meso-(1R,4R,6R)-3,6-Diacetoxy-4-cyclohepten-1-ol

: 1053616-85-5
[(1R,5R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-cyclohept-3-enyl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 100 percent / Et₃N / CH₂Cl₂ / 0.17 h / 0 °C

2: 82 percent / NaN₃ / dimethylformamide / 35 h / 50 °C

3: 100 percent / H₂ / Lindlar catalyst / ethanol / 50 h

4: 99 percent / aq. NaHCO₃ / ethyl acetate / 3 h / 25 °C

5: 95 percent / K₂CO₃ / methanol / 2 h

6: 91 percent / various solvent(s) / 86 h / 50 °C / Amano P-30 lipase (crude Pseudomonas cepacia lipase)

7: 99 percent / imidazole / dimethylformamide / 1.) 0 deg C, 30 min, 2.) r.t., 2 h

8: 95 percent / NaCN / methanol / 18 h / Ambient temperature

9: Et₃N / CH₂Cl₂ / 0.17 h

10: NaBH₄ / ethanol / 3 h

11: 30percent aq. H₂O₂ / tetrahydrofuran; CH₂Cl₂ / 1.) -78 deg C, 3 h, 2.) -78 deg C to r.t., 3 h

With 1H-imidazole; sodium tetrahydroborate; sodium azide; sodium cyanide; hydrogen; dihydrogen peroxide; sodium hydrogencarbonate; potassium carbonate; triethylamine; Lindlar's catalyst; In tetrahydrofuran; methanol; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo00108a025

Reference yield:

: 160856-67-7
meso-(1R,4S,6R)-6-Azidocyclohept-2-ene-1,4-diol

: 1053616-85-5
[(1R,5R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-cyclohept-3-enyl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 10 percent / 48 h / 45 °C / Amano P-30 lipase (crude Pseudomonas cepacia lipase)

2: 100 percent / H₂ / Lindlar catalyst / ethanol / 50 h

3: 99 percent / aq. NaHCO₃ / ethyl acetate / 3 h / 25 °C

4: 95 percent / K₂CO₃ / methanol / 2 h

5: 91 percent / various solvent(s) / 86 h / 50 °C / Amano P-30 lipase (crude Pseudomonas cepacia lipase)

6: 99 percent / imidazole / dimethylformamide / 1.) 0 deg C, 30 min, 2.) r.t., 2 h

7: 95 percent / NaCN / methanol / 18 h / Ambient temperature

8: Et₃N / CH₂Cl₂ / 0.17 h

9: NaBH₄ / ethanol / 3 h

10: 30percent aq. H₂O₂ / tetrahydrofuran; CH₂Cl₂ / 1.) -78 deg C, 3 h, 2.) -78 deg C to r.t., 3 h

With 1H-imidazole; sodium tetrahydroborate; sodium cyanide; hydrogen; dihydrogen peroxide; sodium hydrogencarbonate; potassium carbonate; triethylamine; Lindlar's catalyst; In tetrahydrofuran; methanol; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo00108a025