ethyl trans-4-[1-(tert-butoxycarbonyl)-(3R)-methoxy-(2R)-pyrrolidinylmethoxy]cyclohexanecarboxylate

Base Information

Chemical Name:ethyl trans-4-[1-(tert-butoxycarbonyl)-(3R)-methoxy-(2R)-pyrrolidinylmethoxy]cyclohexanecarboxylate
CAS No.:1416960-86-5
Molecular Formula:C₂₀H₃₅NO₆
Molecular Weight:385.501
Hs Code.:

Synonyms:ethyl trans-4-[1-(tert-butoxycarbonyl)-(3R)-methoxy-(2R)-pyrrolidinylmethoxy]cyclohexanecarboxylate

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Chemical Property of ethyl trans-4-[1-(tert-butoxycarbonyl)-(3R)-methoxy-(2R)-pyrrolidinylmethoxy]cyclohexanecarboxylate

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Technology Process of ethyl trans-4-[1-(tert-butoxycarbonyl)-(3R)-methoxy-(2R)-pyrrolidinylmethoxy]cyclohexanecarboxylate

There total 13 articles about ethyl trans-4-[1-(tert-butoxycarbonyl)-(3R)-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:

: C₁₈H₃₁NO₆

: 75-03-6
ethyl iodide

: 1416960-86-5
ethyl trans-4-[1-(tert-butoxycarbonyl)-(3R)-methoxy-(2R)-pyrrolidinylmethoxy]cyclohexanecarboxylate

Guidance literature:: With potassium carbonate; at 60 ℃; for 2h;
DOI:10.1016/j.bmc.2012.11.003

Reference yield:

: 1416960-93-4
1-benzyloxycarbonyl-(2R)-tert-butyldimethylsilyloxymethyl-(3R)-methoxypyrrolidine

: 1416960-86-5
ethyl trans-4-[1-(tert-butoxycarbonyl)-(3R)-methoxy-(2R)-pyrrolidinylmethoxy]cyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 0 - 20 °C

2: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 7 h / Reflux

3: hydrogen; 10 wt% Pd(OH)2 on carbon / methanol / 22 h

4: Rh/Al₂O₃; trifluoroacetic acid; hydrogen / methanol / 15 h / 10?atm

5: sodium hydrogencarbonate / acetonitrile; water / 48 h / 20 °C

6: sodium ethanolate / ethanol / 16 h / Inert atmosphere; Reflux

7: potassium carbonate / 2 h / 60 °C

With di-isopropyl azodicarboxylate; 10 wt% Pd(OH)2 on carbon; Rh/Al₂O₃; tetrabutyl ammonium fluoride; hydrogen; sodium ethanolate; sodium hydrogencarbonate; potassium carbonate; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; methanol; ethanol; water; acetonitrile; 2: |Mitsunobu Displacement;
DOI:10.1016/j.bmc.2012.11.003

Reference yield:

: 1416960-83-2
1-benzyloxycarbonyl-(3R)-methoxy-(2R)-pyrrolidinemethanol

: 1416960-86-5
ethyl trans-4-[1-(tert-butoxycarbonyl)-(3R)-methoxy-(2R)-pyrrolidinylmethoxy]cyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 7 h / Reflux

2: hydrogen; 10 wt% Pd(OH)2 on carbon / methanol / 22 h

3: Rh/Al₂O₃; trifluoroacetic acid; hydrogen / methanol / 15 h / 10?atm

4: sodium hydrogencarbonate / acetonitrile; water / 48 h / 20 °C

5: sodium ethanolate / ethanol / 16 h / Inert atmosphere; Reflux

6: potassium carbonate / 2 h / 60 °C

With di-isopropyl azodicarboxylate; 10 wt% Pd(OH)2 on carbon; Rh/Al₂O₃; hydrogen; sodium ethanolate; sodium hydrogencarbonate; potassium carbonate; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; methanol; ethanol; water; acetonitrile; 1: |Mitsunobu Displacement;
DOI:10.1016/j.bmc.2012.11.003