(3S,4S,1'R) 1-t-butyldimethylsilyl-3-diphenylmethoxycarbonyl-4-(2'-bromo-1'-diphenylmethoxycarbonyl)ethoxy-azetidinone-2

Base Information

Chemical Name:(3S,4S,1'R) 1-t-butyldimethylsilyl-3-diphenylmethoxycarbonyl-4-(2'-bromo-1'-diphenylmethoxycarbonyl)ethoxy-azetidinone-2
CAS No.:141599-18-0
Molecular Formula:C₃₉H₄₂BrNO₆Si
Molecular Weight:728.755
Hs Code.:

Synonyms:(3S,4S,1'R) 1-t-butyldimethylsilyl-3-diphenylmethoxycarbonyl-4-(2'-bromo-1'-diphenylmethoxycarbonyl)ethoxy-azetidinone-2

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Chemical Property of (3S,4S,1'R) 1-t-butyldimethylsilyl-3-diphenylmethoxycarbonyl-4-(2'-bromo-1'-diphenylmethoxycarbonyl)ethoxy-azetidinone-2

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Technology Process of (3S,4S,1'R) 1-t-butyldimethylsilyl-3-diphenylmethoxycarbonyl-4-(2'-bromo-1'-diphenylmethoxycarbonyl)ethoxy-azetidinone-2

There total 6 articles about (3S,4S,1'R) 1-t-butyldimethylsilyl-3-diphenylmethoxycarbonyl-4-(2'-bromo-1'-diphenylmethoxycarbonyl)ethoxy-azetidinone-2 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: 69.0%

: 141661-17-8
(3S,4S,1'R) 1-t-butyldimethylsilyl-3-diphenylmethoxycarbonyl-4-(1'-diphenylmethoxycarbonyl-2'-hydroxy)ethoxy-azetidinone-2

: 141599-18-0
(3S,4S,1'R) 1-t-butyldimethylsilyl-3-diphenylmethoxycarbonyl-4-(2'-bromo-1'-diphenylmethoxycarbonyl)ethoxy-azetidinone-2

Guidance literature:: With pyridine; carbon tetrabromide; triphenylphosphine; at 0 ℃; for 0.666667h;
DOI:10.1016/S0040-4020(01)90975-5

Reference yield:

: 121250-72-4
3,4,6-tri-O-benzyl-2-carboxy-2-deoxy-α-D-galactohexopyranosylaminolactam

: 141599-18-0
(3S,4S,1'R) 1-t-butyldimethylsilyl-3-diphenylmethoxycarbonyl-4-(2'-bromo-1'-diphenylmethoxycarbonyl)ethoxy-azetidinone-2

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / 4-N,N-dimethylaminopyridine / dimethylformamide / 16 h / Ambient temperature

2: 96 percent / H₂ / 5percent Pd/C / ethyl acetate / 16 h / 760 Torr / Ambient temperature

3: 1) NaIO₄, 2) 35percent hydrogen peroxide, sodium chlorite / 1) t-BuOH, 8percent aq. NH₄H₂PO₄, H₂O, room temperature, 2) H₂O

4: diethyl ether

5: 69 percent / PPh₃, CBr₄, pyridine / 0.67 h / 0 °C

With pyridine; dmap; sodium chlorite; sodium periodate; carbon tetrabromide; hydrogen; dihydrogen peroxide; triphenylphosphine; palladium on activated charcoal; In diethyl ether; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)90975-5

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 141599-18-0
(3S,4S,1'R) 1-t-butyldimethylsilyl-3-diphenylmethoxycarbonyl-4-(2'-bromo-1'-diphenylmethoxycarbonyl)ethoxy-azetidinone-2

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / 4-N,N-dimethylaminopyridine / dimethylformamide / 16 h / Ambient temperature

2: 96 percent / H₂ / 5percent Pd/C / ethyl acetate / 16 h / 760 Torr / Ambient temperature

3: 1) NaIO₄, 2) 35percent hydrogen peroxide, sodium chlorite / 1) t-BuOH, 8percent aq. NH₄H₂PO₄, H₂O, room temperature, 2) H₂O

4: diethyl ether

5: 69 percent / PPh₃, CBr₄, pyridine / 0.67 h / 0 °C

With pyridine; dmap; sodium chlorite; sodium periodate; carbon tetrabromide; hydrogen; dihydrogen peroxide; triphenylphosphine; palladium on activated charcoal; In diethyl ether; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)90975-5