(4'R,Z)-(-)-ethyl (4'-benzyl-4'-benzyloxycarbonylamino-5-oxotetrahydrofuran-2'-ylidene)bromoacetate

Base Information

Chemical Name:(4'R,Z)-(-)-ethyl (4'-benzyl-4'-benzyloxycarbonylamino-5-oxotetrahydrofuran-2'-ylidene)bromoacetate
CAS No.:169787-93-3
Molecular Formula:C₂₃H₂₂BrNO₆
Molecular Weight:488.335
Hs Code.:

Synonyms:(4'R,Z)-(-)-ethyl (4'-benzyl-4'-benzyloxycarbonylamino-5-oxotetrahydrofuran-2'-ylidene)bromoacetate

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Chemical Property of (4'R,Z)-(-)-ethyl (4'-benzyl-4'-benzyloxycarbonylamino-5-oxotetrahydrofuran-2'-ylidene)bromoacetate

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Technology Process of (4'R,Z)-(-)-ethyl (4'-benzyl-4'-benzyloxycarbonylamino-5-oxotetrahydrofuran-2'-ylidene)bromoacetate

There total 6 articles about (4'R,Z)-(-)-ethyl (4'-benzyl-4'-benzyloxycarbonylamino-5-oxotetrahydrofuran-2'-ylidene)bromoacetate 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: 31.0%

: 169787-91-1
(5R)-ethyl hydrogen 5-benzyl-5-benzyloxycarbonylamino-3-oxo-2-(triphenylphosphoranylidene)hexanedioate

: 169787-93-3
(4'R,Z)-(-)-ethyl (4'-benzyl-4'-benzyloxycarbonylamino-5-oxotetrahydrofuran-2'-ylidene)bromoacetate

: 169787-94-4
(4'R,E)-(-)-ethyl (4'-benzyl-4'-benzyloxycarbonylamino-5-oxotetrahydrofuran-2'-ylidene)bromoacetate

Guidance literature:: With bromine; triethylamine; In dichloromethane; 1.) 0 deg C, 20 min, 2.) 20 deg C, 30 min;

Reference yield:

: 95260-60-9
(2S,4S)-benzyl 4-benzyl-5-oxo-2-phenyloxazolidine-3-carboxylate

: 169787-93-3
(4'R,Z)-(-)-ethyl (4'-benzyl-4'-benzyloxycarbonylamino-5-oxotetrahydrofuran-2'-ylidene)bromoacetate

Guidance literature:: Multi-step reaction with 3 steps

1: 1) LiHMDS / 1) THF, -78 deg C

2: 95 percent / LiOH / tetrahydrofuran; methanol / 4 h / Heating

3: Br₂, NEt₃ / CH₂Cl₂ / 0 - 20 °C

With lithium hydroxide; bromine; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo00053a006

Reference yield:

: 20341-92-8
4-Bromo-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-butyric acid ethyl ester

: 169787-93-3
(4'R,Z)-(-)-ethyl (4'-benzyl-4'-benzyloxycarbonylamino-5-oxotetrahydrofuran-2'-ylidene)bromoacetate

Guidance literature:: Multi-step reaction with 3 steps

1: 1) LiHMDS / 1) THF, -78 deg C

2: 95 percent / LiOH / tetrahydrofuran; methanol / 4 h / Heating

3: Br₂, NEt₃ / CH₂Cl₂ / 0 - 20 °C

With lithium hydroxide; bromine; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo00053a006