tert-butyl (2S,4R)-2-((benzyloxy)methyl)-4-hydroxypyrrolidine-1-carboxylate

Base Information

Chemical Name:tert-butyl (2S,4R)-2-((benzyloxy)methyl)-4-hydroxypyrrolidine-1-carboxylate
CAS No.:121794-99-8
Molecular Formula:C₁₇H₂₅NO₄
Molecular Weight:307.39
Hs Code.:

Synonyms:tert-butyl (2S,4R)-2-((benzyloxy)methyl)-4-hydroxypyrrolidine-1-carboxylate

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Chemical Property of tert-butyl (2S,4R)-2-((benzyloxy)methyl)-4-hydroxypyrrolidine-1-carboxylate

Chemical Property:

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Technology Process of tert-butyl (2S,4R)-2-((benzyloxy)methyl)-4-hydroxypyrrolidine-1-carboxylate

There total 11 articles about tert-butyl (2S,4R)-2-((benzyloxy)methyl)-4-hydroxypyrrolidine-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:

: tert-butyl (2S,4R)-2-((benzyloxy)methyl)-4-((tert-butyldimethylsilyl)oxy)pyrrolidine-1-carboxylate

: 121794-99-8
tert-butyl (2S,4R)-2-((benzyloxy)methyl)-4-hydroxypyrrolidine-1-carboxylate

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 3h; Inert atmosphere; Cooling with ice;

Reference yield:

: 14618-80-5
(R)-benzyl glycidol

: 121794-99-8
tert-butyl (2S,4R)-2-((benzyloxy)methyl)-4-hydroxypyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1: 87 percent / NaH / dimethylsulfoxide

2: hydrogen / Pd/CaCO₃ / ethyl acetate

3: di-isopropyl azodicarboxylate, Ph₃P / tetrahydrofuran / 12 h / -20 °C

4: hydrazine / ethanol / 6 h / Heating

5: Et₃N / CH₂Cl₂

6: 78 percent / I₂ / tetrahydrofuran; H₂O / 6 h / 20 °C

7: Et₃N / CH₂Cl₂

8: K₂CO₃ / methanol

With di-isopropyl azodicarboxylate; hydrogen; iodine; sodium hydride; potassium carbonate; triethylamine; triphenylphosphine; hydrazine; Lindlar's catalyst; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate;
DOI:10.1039/c39880001527

Reference yield:

: 115352-39-1,124662-61-9,110339-26-9
(2R)-1-benzyloxy-2-hydroxy-pent-4-yne

: 121794-99-8
tert-butyl (2S,4R)-2-((benzyloxy)methyl)-4-hydroxypyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: hydrogen / Pd/CaCO₃ / ethyl acetate

2: di-isopropyl azodicarboxylate, Ph₃P / tetrahydrofuran / 12 h / -20 °C

3: hydrazine / ethanol / 6 h / Heating

4: Et₃N / CH₂Cl₂

5: 78 percent / I₂ / tetrahydrofuran; H₂O / 6 h / 20 °C

6: Et₃N / CH₂Cl₂

7: K₂CO₃ / methanol

With di-isopropyl azodicarboxylate; hydrogen; iodine; potassium carbonate; triethylamine; triphenylphosphine; hydrazine; Lindlar's catalyst; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; ethyl acetate;
DOI:10.1039/c39880001527