ethyl trans-4-[(3S)-methoxy-(2R)-pyrrolidinylmethoxy]cyclohexanecarboxylate

Base Information

Chemical Name:ethyl trans-4-[(3S)-methoxy-(2R)-pyrrolidinylmethoxy]cyclohexanecarboxylate
CAS No.:1416960-92-3
Molecular Formula:C₁₅H₂₇NO₄
Molecular Weight:285.384
Hs Code.:

Synonyms:ethyl trans-4-[(3S)-methoxy-(2R)-pyrrolidinylmethoxy]cyclohexanecarboxylate

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Chemical Property of ethyl trans-4-[(3S)-methoxy-(2R)-pyrrolidinylmethoxy]cyclohexanecarboxylate

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Technology Process of ethyl trans-4-[(3S)-methoxy-(2R)-pyrrolidinylmethoxy]cyclohexanecarboxylate

There total 10 articles about ethyl trans-4-[(3S)-methoxy-(2R)-pyrrolidinylmethoxy]cyclohexanecarboxylate 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: 92.0%

: 1416960-80-9
ethyl trans-4-[1-tert-butoxycarbonyl-(3S)-methoxy-(2R)-pyrrolidinylmethoxy]cyclohexanecarboxylate

: 1416960-92-3
ethyl trans-4-[(3S)-methoxy-(2R)-pyrrolidinylmethoxy]cyclohexanecarboxylate

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1016/j.bmc.2012.11.003

Reference yield:

: 441717-58-4
1-benzyloxycarbonyl-(3S)-methoxy-(2R)-pyrrolidinemethanol

: 1416960-92-3
ethyl trans-4-[(3S)-methoxy-(2R)-pyrrolidinylmethoxy]cyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 8 steps

1.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 12 h / Reflux

2.1: palladium 10% on activated carbon; hydrogen / methanol / 20 h

3.1: Rh/Al₂O₃; hydrogen / methanol; acetic acid / 48 h / 10?atm

4.1: dmap / acetonitrile / 20 h / 20 °C

4.2: 24 h / Reflux

5.1: diazomethyl-trimethyl-silane / benzene; hexane / 2 h / 20 °C

6.1: sodium hydroxide / dichloromethane / 96 h / 20 °C

7.1: potassium carbonate / N,N-dimethyl-formamide / 17 h / 70 °C

8.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

With dmap; di-isopropyl azodicarboxylate; palladium 10% on activated carbon; Rh/Al₂O₃; hydrogen; potassium carbonate; triphenylphosphine; trifluoroacetic acid; sodium hydroxide; diazomethyl-trimethyl-silane; In tetrahydrofuran; methanol; hexane; dichloromethane; acetic acid; N,N-dimethyl-formamide; acetonitrile; benzene; 1.1: |Mitsunobu Displacement;
DOI:10.1016/j.bmc.2012.11.003

Reference yield:

: 441769-36-4
methyl 4-[1-tert-butoxycarbonyl-(3S)-methoxy-(2R)-pyrrolidinylmethoxy]cyclohexanecarboxylate

: 1416960-92-3
ethyl trans-4-[(3S)-methoxy-(2R)-pyrrolidinylmethoxy]cyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydroxide / dichloromethane / 96 h / 20 °C

2: potassium carbonate / N,N-dimethyl-formamide / 17 h / 70 °C

3: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

With potassium carbonate; trifluoroacetic acid; sodium hydroxide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2012.11.003