methyl trans-4-[(5S)-acetoxymethyl-1-tert-butoxycarbonyl-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate

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Chemical Name:methyl trans-4-[(5S)-acetoxymethyl-1-tert-butoxycarbonyl-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate
CAS No.:1416961-03-9
Molecular Formula:C₂₁H₃₅NO₇
Molecular Weight:413.511
Hs Code.:

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

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

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

There total 5 articles about methyl trans-4-[(5S)-acetoxymethyl-1-tert-butoxycarbonyl-(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:

: 877664-10-3
methyl trans-4-[1-tert-butoxycarbonyl-(5S)-hydroxymethyl-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate

: 108-24-7
acetic anhydride

: 1416961-03-9
methyl trans-4-[(5S)-acetoxymethyl-1-tert-butoxycarbonyl-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate

Guidance literature:: With pyridine; at 20 ℃; for 2.5h;
DOI:10.1016/j.bmc.2012.11.003

Reference yield:

: 317357-52-1
methyl 4-[(5S)-benzyloxymethyl-1-tert-butoxycarbonyl-(2S)-pyrrolidinylmethoxy]benzoate

: 1416961-03-9
methyl trans-4-[(5S)-acetoxymethyl-1-tert-butoxycarbonyl-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 5 steps

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

2: Rh/Al₂O₃; hydrogen / acetic acid; ethanol / 2.5 h / 20 °C / 8?atm

3: sodium methylate / methanol / Reflux

4: diazomethyl-trimethyl-silane / benzene; hexane / 1 h / 20 °C

5: pyridine / 2.5 h / 20 °C

With pyridine; palladium 10% on activated carbon; Rh/Al₂O₃; hydrogen; sodium methylate; diazomethyl-trimethyl-silane; In methanol; ethanol; hexane; acetic acid; benzene;
DOI:10.1016/j.bmc.2012.11.003

Reference yield:

: 877664-08-9
methyl 4-[1-tert-butoxycarbonyl-(5S)-hydroxymethyl-(2S)-pyrrolidinylmethoxy]benzoate

: 1416961-03-9
methyl trans-4-[(5S)-acetoxymethyl-1-tert-butoxycarbonyl-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: Rh/Al₂O₃; hydrogen / acetic acid; ethanol / 2.5 h / 20 °C / 8?atm

2: sodium methylate / methanol / Reflux

3: diazomethyl-trimethyl-silane / benzene; hexane / 1 h / 20 °C

4: pyridine / 2.5 h / 20 °C

With pyridine; Rh/Al₂O₃; hydrogen; sodium methylate; diazomethyl-trimethyl-silane; In methanol; ethanol; hexane; acetic acid; benzene;
DOI:10.1016/j.bmc.2012.11.003