tert-butyl 2-[5-(benzyloxy)-2-iodo-3-methyl-4-(phenoxycarbonyl)phenyl]pyrrolidine-1-carboxylate

Base Information

Chemical Name:tert-butyl 2-[5-(benzyloxy)-2-iodo-3-methyl-4-(phenoxycarbonyl)phenyl]pyrrolidine-1-carboxylate
CAS No.:1359023-00-9
Molecular Formula:C₃₀H₃₂INO₅
Molecular Weight:613.492
Hs Code.:

Synonyms:tert-butyl 2-[5-(benzyloxy)-2-iodo-3-methyl-4-(phenoxycarbonyl)phenyl]pyrrolidine-1-carboxylate

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Chemical Property of tert-butyl 2-[5-(benzyloxy)-2-iodo-3-methyl-4-(phenoxycarbonyl)phenyl]pyrrolidine-1-carboxylate

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Technology Process of tert-butyl 2-[5-(benzyloxy)-2-iodo-3-methyl-4-(phenoxycarbonyl)phenyl]pyrrolidine-1-carboxylate

There total 15 articles about tert-butyl 2-[5-(benzyloxy)-2-iodo-3-methyl-4-(phenoxycarbonyl)phenyl]pyrrolidine-1-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:

: 1359022-59-5
phenyl 2-(benzyloxy)-4-bromo-6-methylbenzoate

: 1359023-00-9
tert-butyl 2-[5-(benzyloxy)-2-iodo-3-methyl-4-(phenoxycarbonyl)phenyl]pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium / tetrahydrofuran / 0.5 h / -100 °C / Inert atmosphere

1.2: 3 h / -78 °C / Inert atmosphere

2.1: acetic acid; triacetoxy sodium borohydride / 1,2-dichloro-ethane / 20 °C

3.1: dmap / N,N-dimethyl-formamide / 2 h / 20 °C

4.1: silver trifluoroacetate; iodine / chloroform / 2.5 h / 20 °C

With dmap; n-butyllithium; triacetoxy sodium borohydride; iodine; silver trifluoroacetate; acetic acid; In tetrahydrofuran; chloroform; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1021/acs.jmedchem.6b01903

Reference yield:

: 1254347-06-2
phenyl 4-bromo-2-hydroxy-6-methylbenzoate

: 1359023-00-9
tert-butyl 2-[5-(benzyloxy)-2-iodo-3-methyl-4-(phenoxycarbonyl)phenyl]pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium carbonate / acetone / 20 °C

2.1: n-butyllithium / tetrahydrofuran / 0.5 h / -100 °C / Inert atmosphere

2.2: 3 h / -78 °C / Inert atmosphere

3.1: acetic acid; triacetoxy sodium borohydride / 1,2-dichloro-ethane / 20 °C

4.1: dmap / N,N-dimethyl-formamide / 2 h / 20 °C

5.1: silver trifluoroacetate; iodine / chloroform / 2.5 h / 20 °C

With dmap; n-butyllithium; triacetoxy sodium borohydride; iodine; silver trifluoroacetate; potassium carbonate; acetic acid; In tetrahydrofuran; chloroform; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/acs.jmedchem.6b01903

Reference yield:

: 1359022-60-8
tert-butyl 2-[3-(benzyloxy)-5-methyl-4-(phenoxycarbonyl)phenyl]-1H-pyrrole-1-carboxylate

: 1359023-00-9
tert-butyl 2-[5-(benzyloxy)-2-iodo-3-methyl-4-(phenoxycarbonyl)phenyl]pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C / 760.05 Torr

2: potassium carbonate / acetone / 20 °C

3: silver trifluoroacetate; iodine / chloroform / 2.5 h / 20 °C

With palladium 10% on activated carbon; hydrogen; iodine; silver trifluoroacetate; potassium carbonate; In methanol; chloroform; acetone;
DOI:10.1021/acs.jmedchem.6b01903