methyl 4-[(5R)-methoxymethyl-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate TFA salt

Base Information

Chemical Name:methyl 4-[(5R)-methoxymethyl-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate TFA salt
CAS No.:1416987-11-5
Molecular Formula:C₂HF₃O₂*C₁₅H₂₇NO₄
Molecular Weight:399.408
Hs Code.:

Synonyms:methyl 4-[(5R)-methoxymethyl-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate TFA salt

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Chemical Property of methyl 4-[(5R)-methoxymethyl-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate TFA salt

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Technology Process of methyl 4-[(5R)-methoxymethyl-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate TFA salt

There total 3 articles about methyl 4-[(5R)-methoxymethyl-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate TFA salt 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:

: 1416960-87-6
methyl 4-[(5R)-methoxymethyl-(2S)-pyrrolidinylmethoxy]benzoate

: 76-05-1
trifluoroacetic acid

: 1416987-11-5
methyl 4-[(5R)-methoxymethyl-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate TFA salt

Guidance literature:: With Rh/Al₂O₃; hydrogen; In methanol; for 24h; under 7600.51 Torr;
DOI:10.1016/j.bmc.2012.11.003

Reference yield:

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

: 1416987-11-5
methyl 4-[(5R)-methoxymethyl-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate TFA salt

Guidance literature:: Multi-step reaction with 5 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

4: trifluoroacetic acid / dichloromethane / 17 h / 20 °C

5: Rh/Al₂O₃; hydrogen / methanol / 24 h / 7600.51 Torr

With di-isopropyl azodicarboxylate; palladium 10% on activated carbon; Rh/Al₂O₃; hydrogen; sodium hydride; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 3: |Mitsunobu Displacement;
DOI:10.1016/j.bmc.2012.11.003

Reference yield:

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

: 1416987-11-5
methyl 4-[(5R)-methoxymethyl-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate TFA salt

Guidance literature:: Multi-step reaction with 3 steps

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

2: trifluoroacetic acid / dichloromethane / 17 h / 20 °C

3: Rh/Al₂O₃; hydrogen / methanol / 24 h / 7600.51 Torr

With di-isopropyl azodicarboxylate; Rh/Al₂O₃; hydrogen; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; 1: |Mitsunobu Displacement;
DOI:10.1016/j.bmc.2012.11.003