methyl trans-4-[1-tert-butoxycarbaonyl-(5S)-ethoxymethyl-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate

Base Information

Chemical Name:methyl trans-4-[1-tert-butoxycarbaonyl-(5S)-ethoxymethyl-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate
CAS No.:1416961-02-8
Molecular Formula:C₂₁H₃₇NO₆
Molecular Weight:399.528
Hs Code.:

Synonyms:methyl trans-4-[1-tert-butoxycarbaonyl-(5S)-ethoxymethyl-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate

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Chemical Property of methyl trans-4-[1-tert-butoxycarbaonyl-(5S)-ethoxymethyl-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate

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Technology Process of methyl trans-4-[1-tert-butoxycarbaonyl-(5S)-ethoxymethyl-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate

There total 6 articles about methyl trans-4-[1-tert-butoxycarbaonyl-(5S)-ethoxymethyl-(2S)-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:

: 67-56-1
methanol

: C₂₀H₃₅NO₆

: 1416961-02-8
methyl trans-4-[1-tert-butoxycarbaonyl-(5S)-ethoxymethyl-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate

Guidance literature:: With diazomethyl-trimethyl-silane; In hexane; benzene; at 20 ℃;
DOI:10.1016/j.bmc.2012.11.003

Reference yield:

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

: 1416961-02-8
methyl trans-4-[1-tert-butoxycarbaonyl-(5S)-ethoxymethyl-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 9 steps

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

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

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

4: triphenylphosphine; di-isopropyl azodicarboxylate / 2 h / 60 °C

5: trifluoroacetic acid / dichloromethane / 0.33 h / 20 °C

6: Rh/Al₂O₃; hydrogen / methanol; acetic acid / 20 °C / 11?atm

7: triethylamine / dichloromethane / 3.5 h / 20 °C

8: sodium hydride / N,N-dimethyl-formamide; methanol; mineral oil / 1 h / 0 - 20 °C

9: diazomethyl-trimethyl-silane / benzene; hexane / 20 °C

With di-isopropyl azodicarboxylate; palladium 10% on activated carbon; Rh/Al₂O₃; hydrogen; sodium hydride; triethylamine; triphenylphosphine; trifluoroacetic acid; diazomethyl-trimethyl-silane; In methanol; hexane; dichloromethane; acetic acid; N,N-dimethyl-formamide; mineral oil; benzene; 4: |Mitsunobu Displacement;
DOI:10.1016/j.bmc.2012.11.003

Reference yield:

: 1416960-95-6
(2S)-benzyloxymethyl-1-tert-butoxycarbonyl-(5S)-ethoxymethylpyrrolidine

: 1416961-02-8
methyl trans-4-[1-tert-butoxycarbaonyl-(5S)-ethoxymethyl-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 7 steps

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

2: triphenylphosphine; di-isopropyl azodicarboxylate / 2 h / 60 °C

3: trifluoroacetic acid / dichloromethane / 0.33 h / 20 °C

4: Rh/Al₂O₃; hydrogen / methanol; acetic acid / 20 °C / 11?atm

5: triethylamine / dichloromethane / 3.5 h / 20 °C

6: sodium hydride / N,N-dimethyl-formamide; methanol; mineral oil / 1 h / 0 - 20 °C

7: diazomethyl-trimethyl-silane / benzene; hexane / 20 °C

With di-isopropyl azodicarboxylate; palladium 10% on activated carbon; Rh/Al₂O₃; hydrogen; sodium hydride; triethylamine; triphenylphosphine; trifluoroacetic acid; diazomethyl-trimethyl-silane; In methanol; hexane; dichloromethane; acetic acid; N,N-dimethyl-formamide; mineral oil; benzene; 2: |Mitsunobu Displacement;
DOI:10.1016/j.bmc.2012.11.003