4-[1-tert-butoxycarbonyl-(3S)-methoxy-(2R)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid

Base Information

Chemical Name:4-[1-tert-butoxycarbonyl-(3S)-methoxy-(2R)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid
CAS No.:1416960-91-2
Molecular Formula:C₁₈H₃₁NO₆
Molecular Weight:357.447
Hs Code.:

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

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

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

There total 11 articles about 4-[1-tert-butoxycarbonyl-(3S)-methoxy-(2R)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid 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: 98.0%

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

: 1416960-91-2
4-[1-tert-butoxycarbonyl-(3S)-methoxy-(2R)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid

Guidance literature:: With sodium hydroxide; In dichloromethane; at 20 ℃; for 96h;
DOI:10.1016/j.bmc.2012.11.003

Reference yield:

: 99-76-3,156291-94-0
methyl 4-hydroxylbenzoate

: 1416960-91-2
4-[1-tert-butoxycarbonyl-(3S)-methoxy-(2R)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid

Guidance literature:: Multi-step reaction with 6 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

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

Reference yield:

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

: 1416960-91-2
4-[1-tert-butoxycarbonyl-(3S)-methoxy-(2R)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid

Guidance literature:: Multi-step reaction with 6 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

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