1-tert-butyl 2-methyl (2S,4S)-2-[4-(benzyloxy)benzyl]-4-hydroxypyrrolidine-1,2-dicarboxylate

Base Information

Chemical Name:1-tert-butyl 2-methyl (2S,4S)-2-[4-(benzyloxy)benzyl]-4-hydroxypyrrolidine-1,2-dicarboxylate
CAS No.:1449602-29-2
Molecular Formula:C₂₅H₃₁NO₆
Molecular Weight:441.524
Hs Code.:

Synonyms:1-tert-butyl 2-methyl (2S,4S)-2-[4-(benzyloxy)benzyl]-4-hydroxypyrrolidine-1,2-dicarboxylate

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Chemical Property of 1-tert-butyl 2-methyl (2S,4S)-2-[4-(benzyloxy)benzyl]-4-hydroxypyrrolidine-1,2-dicarboxylate

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Technology Process of 1-tert-butyl 2-methyl (2S,4S)-2-[4-(benzyloxy)benzyl]-4-hydroxypyrrolidine-1,2-dicarboxylate

There total 5 articles about 1-tert-butyl 2-methyl (2S,4S)-2-[4-(benzyloxy)benzyl]-4-hydroxypyrrolidine-1,2-dicarboxylate 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: 98.0%

: 1449602-36-1
tert-butyl (1S,4S)-4-[4-(benzyloxy)benzyl]-3-oxo-2-oxa-5-azabicyclo[2.2.1]heptane-5-carboxylate

: 124-41-4
sodium methylate

: 1449602-29-2
1-tert-butyl 2-methyl (2S,4S)-2-[4-(benzyloxy)benzyl]-4-hydroxypyrrolidine-1,2-dicarboxylate

Guidance literature:: In methanol; at 20 ℃; for 1h;
DOI:10.3987/COM-12-S(N)9

Reference yield:

: 367966-45-8
(2S,4S)-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1,2-pyrrolidinedicarboxylic acid 1-(1,1-dimethylethyl) 2-methyl ester

: 1449602-29-2
1-tert-butyl 2-methyl (2S,4S)-2-[4-(benzyloxy)benzyl]-4-hydroxypyrrolidine-1,2-dicarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

1.2: 5 h / 0 °C

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 0 °C

3.1: sodium hydroxide / methanol; water / 4 h / Reflux

3.2: 10 h / 0 °C

4.1: methanol / 1 h / 20 °C

With tetrabutyl ammonium fluoride; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; water;
DOI:10.3987/COM-12-S(N)9

Reference yield:

: 1-tert-butyl 2-methyl (4S)-2-[4-(benzyloxy)benzyl]-4-{[tert-butyl(dimethyl)silyl]oxy}-pyrrolidine-1,2-dicarboxylate

: 1449602-29-2
1-tert-butyl 2-methyl (2S,4S)-2-[4-(benzyloxy)benzyl]-4-hydroxypyrrolidine-1,2-dicarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 0 °C

2.1: sodium hydroxide / methanol; water / 4 h / Reflux

2.2: 10 h / 0 °C

3.1: methanol / 1 h / 20 °C

With tetrabutyl ammonium fluoride; sodium hydroxide; In tetrahydrofuran; methanol; water;
DOI:10.3987/COM-12-S(N)9