methyl 4-[1-tert-butoxycarbonyl-(5R)-methoxymethyl-(2S)-pyrrolidinylmethoxy]benzoate

Base Information

Chemical Name:methyl 4-[1-tert-butoxycarbonyl-(5R)-methoxymethyl-(2S)-pyrrolidinylmethoxy]benzoate
CAS No.:441717-48-2
Molecular Formula:C₂₀H₂₉NO₆
Molecular Weight:379.453
Hs Code.:

Synonyms:methyl 4-[1-tert-butoxycarbonyl-(5R)-methoxymethyl-(2S)-pyrrolidinylmethoxy]benzoate

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Chemical Property of methyl 4-[1-tert-butoxycarbonyl-(5R)-methoxymethyl-(2S)-pyrrolidinylmethoxy]benzoate

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Technology Process of methyl 4-[1-tert-butoxycarbonyl-(5R)-methoxymethyl-(2S)-pyrrolidinylmethoxy]benzoate

There total 3 articles about methyl 4-[1-tert-butoxycarbonyl-(5R)-methoxymethyl-(2S)-pyrrolidinylmethoxy]benzoate 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:

: 441717-47-1
1-tert-butoxycarbonyl-(5R)-methoxymethyl-(2S)-pyrrolidinemethanol

: 99-76-3,156291-94-0
methyl 4-hydroxylbenzoate

: 441717-48-2
methyl 4-[1-tert-butoxycarbonyl-(5R)-methoxymethyl-(2S)-pyrrolidinylmethoxy]benzoate

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; for 10h; Reflux;
DOI:10.1016/j.bmc.2012.11.003

Reference yield:

: 441717-46-0
(2S)-Benzyloxymethyl-1-tert-butoxycarbonyl-(5R)-methoxymethylpyrrolidine

: 441717-48-2
methyl 4-[1-tert-butoxycarbonyl-(5R)-methoxymethyl-(2S)-pyrrolidinylmethoxy]benzoate

Guidance literature:: Multi-step reaction with 2 steps

1: palladium 10% on activated carbon; hydrogen / methanol / 15 h

2: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 10 h / Reflux

With di-isopropyl azodicarboxylate; palladium 10% on activated carbon; hydrogen; triphenylphosphine; In tetrahydrofuran; methanol; 2: |Mitsunobu Displacement;
DOI:10.1016/j.bmc.2012.11.003

Reference yield:

: 152612-42-5
(2S,5R)-1-tert-butoxycarbonyl-5-hydroxymethyl-2-benzyloxymethyl pyrrolidine

: 441717-48-2
methyl 4-[1-tert-butoxycarbonyl-(5R)-methoxymethyl-(2S)-pyrrolidinylmethoxy]benzoate

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydride / N,N-dimethyl-formamide / 48 h / 20 °C

2: palladium 10% on activated carbon; hydrogen / methanol / 15 h

3: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 10 h / Reflux

With di-isopropyl azodicarboxylate; palladium 10% on activated carbon; hydrogen; sodium hydride; triphenylphosphine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 3: |Mitsunobu Displacement;
DOI:10.1016/j.bmc.2012.11.003