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

Base Information

Chemical Name:methyl 4-[1-tert-butoxycarbonyl-(3S)-methoxy-(2R)-pyrrolidinylmethoxy]cyclohexanecarboxylate
CAS No.:441769-36-4
Molecular Formula:C₁₉H₃₃NO₆
Molecular Weight:371.474
Hs Code.:

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

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

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

There total 9 articles about methyl 4-[1-tert-butoxycarbonyl-(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:

: 67-56-1
methanol

: C₁₈H₃₁NO₆

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

Guidance literature:: With diazomethyl-trimethyl-silane; In hexane; benzene; at 20 ℃; for 2h;
DOI:10.1016/j.bmc.2012.11.003

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 5 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

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

Reference yield:

: C₁₄H₂₅NO₄

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

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 24 h / Reflux

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

With dmap; diazomethyl-trimethyl-silane; In hexane; acetonitrile; benzene;
DOI:10.1016/j.bmc.2012.11.003