[2-(4-Benzyloxy-benzyloxy)-5-bromo-phenyl]-diazo-acetic acid (R)-1-methyl-2-oxo-2-pyrrolidin-1-yl-ethyl ester

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Chemical Name:[2-(4-Benzyloxy-benzyloxy)-5-bromo-phenyl]-diazo-acetic acid (R)-1-methyl-2-oxo-2-pyrrolidin-1-yl-ethyl ester
CAS No.:566202-73-1
Molecular Formula:C₂₉H₂₈BrN₃O₅
Molecular Weight:578.462
Hs Code.:

Synonyms:[2-(4-Benzyloxy-benzyloxy)-5-bromo-phenyl]-diazo-acetic acid (R)-1-methyl-2-oxo-2-pyrrolidin-1-yl-ethyl ester

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Chemical Property of [2-(4-Benzyloxy-benzyloxy)-5-bromo-phenyl]-diazo-acetic acid (R)-1-methyl-2-oxo-2-pyrrolidin-1-yl-ethyl ester

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Technology Process of [2-(4-Benzyloxy-benzyloxy)-5-bromo-phenyl]-diazo-acetic acid (R)-1-methyl-2-oxo-2-pyrrolidin-1-yl-ethyl ester

There total 11 articles about [2-(4-Benzyloxy-benzyloxy)-5-bromo-phenyl]-diazo-acetic acid (R)-1-methyl-2-oxo-2-pyrrolidin-1-yl-ethyl 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:

: 566202-91-3
(1'R)-[2-(4-benzyloxybenzyloxy)-5-bromophenyl]acetic acid 1'-methyl-2'-oxo-2'-pyrrolidin-1'-ylethyl ester

: 566202-73-1
[2-(4-Benzyloxy-benzyloxy)-5-bromo-phenyl]-diazo-acetic acid (R)-1-methyl-2-oxo-2-pyrrolidin-1-yl-ethyl ester

Guidance literature:: With 4-acetamidobenzenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile;
DOI:10.1055/s-2003-39316

Reference yield:

: 836-42-0
4-benzyloxybenzyl chloride

: 566202-73-1
[2-(4-Benzyloxy-benzyloxy)-5-bromo-phenyl]-diazo-acetic acid (R)-1-methyl-2-oxo-2-pyrrolidin-1-yl-ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 95 percent / K₂CO₃ / dimethylformamide / 4 h / 60 °C

2.1: O₃ / CH₂Cl₂; methanol / 7.5 h / -78 °C

2.2: Me₂S / CH₂Cl₂; methanol / -78 - 20 °C

3.1: 137 g / 2-methyl-2-butene; NaH₂PO₄*2H₂O; NaClO₂ / 2-methyl-propan-2-ol; H₂O / 84 h / 20 °C

4.1: 80 percent / diethyl azodicarboxylate; PPh₃ / toluene / 0 - 20 °C

5.1: p-acetamidobenzenesulfonyl azide; DBU / acetonitrile / 0 - 20 °C

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; 4-acetamidobenzenesulfonyl azide; potassium carbonate; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; diethylazodicarboxylate; In methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile; tert-butyl alcohol; 4.1: Mitsunobu reaction;
DOI:10.1016/j.tet.2004.06.144

Reference yield:

: 566202-72-0
[2-(4-benzyloxybenzyloxy)-5-bromophenyl]acetic acid

: 566202-73-1
[2-(4-Benzyloxy-benzyloxy)-5-bromo-phenyl]-diazo-acetic acid (R)-1-methyl-2-oxo-2-pyrrolidin-1-yl-ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / diethyl azodicarboxylate; PPh₃ / toluene / 0 - 20 °C

2: p-acetamidobenzenesulfonyl azide; DBU / acetonitrile / 0 - 20 °C

With 4-acetamidobenzenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; diethylazodicarboxylate; In toluene; acetonitrile; 1: Mitsunobu reaction;
DOI:10.1016/j.tet.2004.06.144