(S)-4-benzyloxy-3-(7-bromo-2-oxo-1,2-dihydrobenzo[b]furan-3-yl)-N-(benzyloxycarbonyl)tyrosine tert-butyl ester

Base Information

Chemical Name:(S)-4-benzyloxy-3-(7-bromo-2-oxo-1,2-dihydrobenzo[b]furan-3-yl)-N-(benzyloxycarbonyl)tyrosine tert-butyl ester
CAS No.:302964-50-7
Molecular Formula:C₃₆H₃₄BrNO₇
Molecular Weight:672.572
Hs Code.:

Synonyms:(S)-4-benzyloxy-3-(7-bromo-2-oxo-1,2-dihydrobenzo[b]furan-3-yl)-N-(benzyloxycarbonyl)tyrosine tert-butyl ester

Suppliers and Price of (S)-4-benzyloxy-3-(7-bromo-2-oxo-1,2-dihydrobenzo[b]furan-3-yl)-N-(benzyloxycarbonyl)tyrosine tert-butyl ester

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (S)-4-benzyloxy-3-(7-bromo-2-oxo-1,2-dihydrobenzo[b]furan-3-yl)-N-(benzyloxycarbonyl)tyrosine tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (S)-4-benzyloxy-3-(7-bromo-2-oxo-1,2-dihydrobenzo[b]furan-3-yl)-N-(benzyloxycarbonyl)tyrosine tert-butyl ester

There total 11 articles about (S)-4-benzyloxy-3-(7-bromo-2-oxo-1,2-dihydrobenzo[b]furan-3-yl)-N-(benzyloxycarbonyl)tyrosine tert-butyl ester 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: 83.0%

: 302964-56-3
(S)-4-benzyloxy-3-(7-bromo-2-hydroxy-1,2-dihydrobenzo[b]furan-3-yl)-N-(benzyloxycarbonyl)tyrosine tert-butyl ester

: 302964-50-7
(S)-4-benzyloxy-3-(7-bromo-2-oxo-1,2-dihydrobenzo[b]furan-3-yl)-N-(benzyloxycarbonyl)tyrosine tert-butyl ester

Guidance literature:: With C₆H₄-[C(CF₃)2-O-I(=O)(OH)]-; In dichloromethane;
DOI:10.1016/S0040-4039(00)01118-7

Reference yield:

: 16881-33-7
(S)-tert-butyl 2-(((benzyloxy)carbonyl)amino)-3-(4-hydroxyphenyl)propanoate hydrate

: 302964-50-7
(S)-4-benzyloxy-3-(7-bromo-2-oxo-1,2-dihydrobenzo[b]furan-3-yl)-N-(benzyloxycarbonyl)tyrosine tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: NaI; chloramine T / dimethylsulfoxide / 24 h

2: 13.9 g / n-Bu₄NI; K₂CO₃ / dimethylformamide / 22 h / 25 °C

3: 91 percent / LiCl / PdCl₂(PPh₃)2 / dimethylformamide / 22 h / 70 °C

4: 97 percent / PBr₃; pyridine / diethyl ether / 2 h / 20 °C

5: 74 percent / aq. NaOH; n-Bu₄NHSO₄ / benzene / 0.67 h / 25 °C

6: 50 percent / dimethylformamide / 11 h / Heating

7: 88 percent / aq. KIO₄; OsO₄ / ethyl acetate; methanol; diethyl ether / 8 h / 25 °C

8: 83 percent / 1-hydroxy-1,3-dihydro-3,3-bis(CF₃)-1,2-benziodoxole-1-oxide / CH₂Cl₂ / 3.5 h / 25 °C

With pyridine; sodium hydroxide; osmium(VIII) oxide; potassium metaperiodate; chloroamine-T; tetra(n-butyl)ammonium hydrogensulfate; phosphorus tribromide; tetra-(n-butyl)ammonium iodide; potassium carbonate; 1-hydroxy-1,3-dihydro-3,3-bis(trifluoromethyl)-1,2-benziodoxole 1-oxide; sodium iodide; lithium chloride; bis-triphenylphosphine-palladium(II) chloride; In methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; benzene; 3: Stille coupling / 6: Claisen rearrangement;
DOI:10.1039/b510653b

Reference yield:

: 302964-51-8
(S)-4-benzyloxy-3-iodo-N-(benzyloxycarbonyl)tyrosine tert-butyl ester

: 302964-50-7
(S)-4-benzyloxy-3-(7-bromo-2-oxo-1,2-dihydrobenzo[b]furan-3-yl)-N-(benzyloxycarbonyl)tyrosine tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 91 percent / LiCl / PdCl₂(PPh₃)2 / dimethylformamide / 22 h / 70 °C

2: 97 percent / PBr₃; pyridine / diethyl ether / 2 h / 20 °C

3: 74 percent / aq. NaOH; n-Bu₄NHSO₄ / benzene / 0.67 h / 25 °C

4: 50 percent / dimethylformamide / 11 h / Heating

5: 88 percent / aq. KIO₄; OsO₄ / ethyl acetate; methanol; diethyl ether / 8 h / 25 °C

6: 83 percent / 1-hydroxy-1,3-dihydro-3,3-bis(CF₃)-1,2-benziodoxole-1-oxide / CH₂Cl₂ / 3.5 h / 25 °C

With pyridine; sodium hydroxide; osmium(VIII) oxide; potassium metaperiodate; tetra(n-butyl)ammonium hydrogensulfate; phosphorus tribromide; 1-hydroxy-1,3-dihydro-3,3-bis(trifluoromethyl)-1,2-benziodoxole 1-oxide; lithium chloride; bis-triphenylphosphine-palladium(II) chloride; In methanol; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; benzene; 1: Stille coupling / 4: Claisen rearrangement;
DOI:10.1039/b510653b