tert-butyl (1S,4R)-[1-benzyl-(9H-fluoren-9-ylmethoxycarbonylamino)]-2,2-dimethyloxazolidine-3-carboxylate

Base Information

Chemical Name:tert-butyl (1S,4R)-[1-benzyl-(9H-fluoren-9-ylmethoxycarbonylamino)]-2,2-dimethyloxazolidine-3-carboxylate
CAS No.:234755-10-3
Molecular Formula:C₃₈H₄₆N₂O₅Si
Molecular Weight:638.879
Hs Code.:

Synonyms:tert-butyl (1S,4R)-[1-benzyl-(9H-fluoren-9-ylmethoxycarbonylamino)]-2,2-dimethyloxazolidine-3-carboxylate

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Chemical Property of tert-butyl (1S,4R)-[1-benzyl-(9H-fluoren-9-ylmethoxycarbonylamino)]-2,2-dimethyloxazolidine-3-carboxylate

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Technology Process of tert-butyl (1S,4R)-[1-benzyl-(9H-fluoren-9-ylmethoxycarbonylamino)]-2,2-dimethyloxazolidine-3-carboxylate

There total 4 articles about tert-butyl (1S,4R)-[1-benzyl-(9H-fluoren-9-ylmethoxycarbonylamino)]-2,2-dimethyloxazolidine-3-carboxylate 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: 94.0%

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

: 234755-01-2
tert-butyl (4R,1S)-(1-benzylamino-3-trimethylsilylprop-2-ynyl)-2,2-dimethyloxazolidine-3-carboxylate

: 234755-10-3
tert-butyl (1S,4R)-[1-benzyl-(9H-fluoren-9-ylmethoxycarbonylamino)]-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 1h;
DOI:10.3987/com-99-8481

Reference yield:

: 102308-32-7
(4S)-4-formyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 234755-10-3
tert-butyl (1S,4R)-[1-benzyl-(9H-fluoren-9-ylmethoxycarbonylamino)]-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 100 percent / 4 Angstroem mol. sieves / CH₂Cl₂ / 18 h / 4 °C

2.1: nBuLi / diethyl ether; hexane / 0.5 h / 0 °C

2.2: ZnCl₂ / diethyl ether; hexane / 0.5 h / 0 °C

2.3: 75 percent / diethyl ether; hexane / 18.5 h / -78 - 20 °C

3.1: 94 percent / (iPr₂)NEt / CH₂Cl₂ / 1 h / 0 °C

With n-butyllithium; 4 A molecular sieve; N-ethyl-N,N-diisopropylamine; In diethyl ether; hexane; dichloromethane; 1.1: Condensation / 2.1: Metallation / 2.2: Metallation / 2.3: Substitution / 3.1: Acylation;
DOI:10.3987/com-99-8481

Reference yield:

: 144492-44-4,144512-27-6
(4R)-benzyliminomethyl-2,2-dimethyloxazolidine-3-carboxylic acid 1,1-dimethylethyl ester

: 234755-10-3
tert-butyl (1S,4R)-[1-benzyl-(9H-fluoren-9-ylmethoxycarbonylamino)]-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: nBuLi / diethyl ether; hexane / 0.5 h / 0 °C

1.2: ZnCl₂ / diethyl ether; hexane / 0.5 h / 0 °C

1.3: 75 percent / diethyl ether; hexane / 18.5 h / -78 - 20 °C

2.1: 94 percent / (iPr₂)NEt / CH₂Cl₂ / 1 h / 0 °C

With n-butyllithium; N-ethyl-N,N-diisopropylamine; In diethyl ether; hexane; dichloromethane; 1.1: Metallation / 1.2: Metallation / 1.3: Substitution / 2.1: Acylation;
DOI:10.3987/com-99-8481