5-[2-(benzyloxycarbonyl)amino-2-tert-butoxycarbonyl]ethyl-3-phenyl-3-vinyldihydrobenzo[b]furan-2-ol

Base Information

Chemical Name:5-[2-(benzyloxycarbonyl)amino-2-tert-butoxycarbonyl]ethyl-3-phenyl-3-vinyldihydrobenzo[b]furan-2-ol
CAS No.:870456-15-8
Molecular Formula:C₃₁H₃₃NO₆
Molecular Weight:515.606
Hs Code.:

Synonyms:5-[2-(benzyloxycarbonyl)amino-2-tert-butoxycarbonyl]ethyl-3-phenyl-3-vinyldihydrobenzo[b]furan-2-ol

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Chemical Property of 5-[2-(benzyloxycarbonyl)amino-2-tert-butoxycarbonyl]ethyl-3-phenyl-3-vinyldihydrobenzo[b]furan-2-ol

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Technology Process of 5-[2-(benzyloxycarbonyl)amino-2-tert-butoxycarbonyl]ethyl-3-phenyl-3-vinyldihydrobenzo[b]furan-2-ol

There total 8 articles about 5-[2-(benzyloxycarbonyl)amino-2-tert-butoxycarbonyl]ethyl-3-phenyl-3-vinyldihydrobenzo[b]furan-2-ol 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: 32.0%

: 870456-14-7
5-[2-(benzyloxycarbonyl)amino-2-tert-butoxycarbonyl]ethyl-3-phenyl-3-vinyldihydrobenzo[b]furan-2-one

: 870456-15-8
5-[2-(benzyloxycarbonyl)amino-2-tert-butoxycarbonyl]ethyl-3-phenyl-3-vinyldihydrobenzo[b]furan-2-ol

Guidance literature:: With sodium tetrahydroborate; In tetrahydrofuran; for 0.5h;
DOI:10.1039/b510653b

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 870456-15-8
5-[2-(benzyloxycarbonyl)amino-2-tert-butoxycarbonyl]ethyl-3-phenyl-3-vinyldihydrobenzo[b]furan-2-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / aq. Na₂CO₃ / diethyl ether / 3 h / 25 °C

2: NaI; chloramine T / dimethylsulfoxide / 24 h

3: 74 percent / DCC / CH₂Cl₂ / 2 h / 0 °C

4: 63 percent / Ag₃PO₄; (S)-BINAP / Pd₂(dba)3*CHCl₃ / N,N-dimethyl-acetamide / 48 h / 100 °C

5: 32 percent / NaBH₄ / tetrahydrofuran / 0.5 h

With sodium tetrahydroborate; silver orthophosphate; chloroamine-T; sodium carbonate; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); dicyclohexyl-carbodiimide; sodium iodide; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl acetamide; dimethyl sulfoxide; 4: Heck reaction;
DOI:10.1039/b510653b

Reference yield:

: 870456-13-6
N-benzyloxycarbonyl-3-iodo-O-(2-phenylbut-2-enoyl)tyrosine tert-butyl ester

: 870456-15-8
5-[2-(benzyloxycarbonyl)amino-2-tert-butoxycarbonyl]ethyl-3-phenyl-3-vinyldihydrobenzo[b]furan-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 63 percent / Ag₃PO₄; (S)-BINAP / Pd₂(dba)3*CHCl₃ / N,N-dimethyl-acetamide / 48 h / 100 °C

2: 32 percent / NaBH₄ / tetrahydrofuran / 0.5 h

With sodium tetrahydroborate; silver orthophosphate; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; N,N-dimethyl acetamide; 1: Heck reaction;
DOI:10.1039/b510653b