(3R,4S,4'S,5'S) N-benzyl-3-benzyloxy-4-(N-t-butoxycarbonyl-2',2'-dimethyl-5'-phenyl-1',3'-oxazolidin-4'-yl)azetidin-2-one

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Chemical Name:(3R,4S,4'S,5'S) N-benzyl-3-benzyloxy-4-(N-t-butoxycarbonyl-2',2'-dimethyl-5'-phenyl-1',3'-oxazolidin-4'-yl)azetidin-2-one
CAS No.:179949-30-5
Molecular Formula:C₃₃H₃₈N₂O₅
Molecular Weight:542.675
Hs Code.:

Synonyms:(3R,4S,4'S,5'S) N-benzyl-3-benzyloxy-4-(N-t-butoxycarbonyl-2',2'-dimethyl-5'-phenyl-1',3'-oxazolidin-4'-yl)azetidin-2-one

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Chemical Property of (3R,4S,4'S,5'S) N-benzyl-3-benzyloxy-4-(N-t-butoxycarbonyl-2',2'-dimethyl-5'-phenyl-1',3'-oxazolidin-4'-yl)azetidin-2-one

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Technology Process of (3R,4S,4'S,5'S) N-benzyl-3-benzyloxy-4-(N-t-butoxycarbonyl-2',2'-dimethyl-5'-phenyl-1',3'-oxazolidin-4'-yl)azetidin-2-one

There total 6 articles about (3R,4S,4'S,5'S) N-benzyl-3-benzyloxy-4-(N-t-butoxycarbonyl-2',2'-dimethyl-5'-phenyl-1',3'-oxazolidin-4'-yl)azetidin-2-one 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: 77.0%

: 19810-31-2
Benzyloxyacetyl chloride

: (4S,5S)-4-[(E)-Benzylimino-methyl]-2,2-dimethyl-5-phenyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 179949-30-5
(3R,4S,4'S,5'S) N-benzyl-3-benzyloxy-4-(N-t-butoxycarbonyl-2',2'-dimethyl-5'-phenyl-1',3'-oxazolidin-4'-yl)azetidin-2-one

Guidance literature:: With triethylamine; In dichloromethane; for 20h; Ambient temperature;
DOI:10.1016/0040-4020(96)00463-2

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 179949-30-5
(3R,4S,4'S,5'S) N-benzyl-3-benzyloxy-4-(N-t-butoxycarbonyl-2',2'-dimethyl-5'-phenyl-1',3'-oxazolidin-4'-yl)azetidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 2.) Et₃N / 1.) toluene, reflux, 2.) CH₂Cl₂, 0 deg C, 4 h

2: 98 percent / DMSO, oxalyl chloride, Et₃N / CH₂Cl₂ / 2 h / -15 - 0 °C

3: anhyd. MgSO₄ / CH₂Cl₂ / 24 h / Ambient temperature

4: 77 percent / Et₃N / CH₂Cl₂ / 20 h / Ambient temperature

With oxalyl dichloride; magnesium sulfate; dimethyl sulfoxide; triethylamine; In dichloromethane;
DOI:10.1016/0040-4020(96)00463-2

Reference yield:

: 28143-91-1
(1S,2S)-2-amino-1-phenyl-1,3-diol

: 179949-30-5
(3R,4S,4'S,5'S) N-benzyl-3-benzyloxy-4-(N-t-butoxycarbonyl-2',2'-dimethyl-5'-phenyl-1',3'-oxazolidin-4'-yl)azetidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 2.) Et₃N / 1.) toluene, reflux, 2.) CH₂Cl₂, 0 deg C, 4 h

2: 98 percent / DMSO, oxalyl chloride, Et₃N / CH₂Cl₂ / 2 h / -15 - 0 °C

3: anhyd. MgSO₄ / CH₂Cl₂ / 24 h / Ambient temperature

4: 77 percent / Et₃N / CH₂Cl₂ / 20 h / Ambient temperature

With oxalyl dichloride; magnesium sulfate; dimethyl sulfoxide; triethylamine; In dichloromethane;
DOI:10.1016/0040-4020(96)00463-2