(3S,4S)-4-<(S)-1-benzyloxyethyl>-3-<(R)-(1-t-butyldimethylsilyloxy)ethyl>-2-azetidinone

Base Information

Chemical Name:(3S,4S)-4-<(S)-1-benzyloxyethyl>-3-<(R)-(1-t-butyldimethylsilyloxy)ethyl>-2-azetidinone
CAS No.:115026-45-4
Molecular Formula:C₂₀H₃₃NO₃Si
Molecular Weight:363.572
Hs Code.:

Synonyms:(3S,4S)-4-<(S)-1-benzyloxyethyl>-3-<(R)-(1-t-butyldimethylsilyloxy)ethyl>-2-azetidinone

Suppliers and Price of (3S,4S)-4-<(S)-1-benzyloxyethyl>-3-<(R)-(1-t-butyldimethylsilyloxy)ethyl>-2-azetidinone

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 (3S,4S)-4-<(S)-1-benzyloxyethyl>-3-<(R)-(1-t-butyldimethylsilyloxy)ethyl>-2-azetidinone

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3S,4S)-4-<(S)-1-benzyloxyethyl>-3-<(R)-(1-t-butyldimethylsilyloxy)ethyl>-2-azetidinone

There total 15 articles about (3S,4S)-4-<(S)-1-benzyloxyethyl>-3-<(R)-(1-t-butyldimethylsilyloxy)ethyl>-2-azetidinone 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: 97.0%

: 112256-71-0
(3S,4S)-4-<(S)-1-benzyloxyethyl>-3-<(R)-1-hydroxyethyl>-2-azetidinone

: 18162-48-6
tert-butyldimethylsilyl chloride

: 115026-45-4
(3S,4S)-4-<(S)-1-benzyloxyethyl>-3-<(R)-(1-t-butyldimethylsilyloxy)ethyl>-2-azetidinone

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)85317-4

Reference yield:

: 81927-55-1
O-benzyl 2,2,2-trichloroacetimidate

: 115026-45-4
(3S,4S)-4-<(S)-1-benzyloxyethyl>-3-<(R)-(1-t-butyldimethylsilyloxy)ethyl>-2-azetidinone

Guidance literature:: Multi-step reaction with 9 steps

1: 69 percent / trifluoromethanesulfonic acid / cyclohexane; CH₂Cl₂ / 20 h / Ambient temperature

2: 82 percent / 1.) diisobutylaluminium hydride / 1.) hexane, ether, -78 deg C, 10 min; 2.) MeOH, H₂O, r.t., 1 h

3: MgSO₄ / toluene / 1 h / 0 °C

4: imidazole / CH₂Cl₂ / 69 h / -35 °C

5: 1M potassium triethylborohydride / tetrahydrofuran / 1 h / -78 °C

6: 91 percent / diethyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 2 h / Ambient temperature

7: 5.1 mg / K₂CO₃ / methanol / 0.17 h / Ambient temperature

8: 93 percent / CAN / acetonitrile; H₂O / 3 h / -10 °C

9: 97 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

With 1H-imidazole; ammonium cerium(IV) nitrate; trifluorormethanesulfonic acid; diisobutylaluminium hydride; potassium triethylborohydride; magnesium sulfate; potassium carbonate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; cyclohexane; water; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1016/S0040-4020(01)89105-5

Reference yield:

: 115026-43-2
(3S,4S)-3-acetyl-4-<(S)-1-benzyloxyethyl>-1-(di-p-anisylmethyl)-2-azetidinone

: 115026-45-4
(3S,4S)-4-<(S)-1-benzyloxyethyl>-3-<(R)-(1-t-butyldimethylsilyloxy)ethyl>-2-azetidinone

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃SiH, BF₃*Et₂O / trifluoroacetic acid; various solvent(s) / -10 deg C and -25 deg C, 1,5 h

2: 60 percent / cerium(IV)ammonium nitrate / H₂O; acetonitrile / 2 h / -10 °C

3: 1.) Et₃SiH, BF₃*Et₂O, 2.) imidazole / 1.) TFA, anizole, 0 deg C, 2.) DMF, 1 h

With 1H-imidazole; triethylsilane; ammonium cerium(IV) nitrate; boron trifluoride diethyl etherate; In water; acetonitrile; trifluoroacetic acid;
DOI:10.1246/bcsj.62.3041