1,1-dimethylethyl -<1-methyl-1-<1-(1-phenylethyl)-3-pyrrolidinyl>ethyl>carbamate

Base Information

• Chemical Name: 1,1-dimethylethyl -<1-methyl-1-<1-(1-phenylethyl)-3-pyrrolidinyl>ethyl>carbamate
• CAS No.: 153566-71-3
• Molecular Formula: C₂₀H₃₂N₂O₂
• Molecular Weight: 332.486

Synonyms:1,1-dimethylethyl -<1-methyl-1-<1-(1-phenylethyl)-3-pyrrolidinyl>ethyl>carbamate

Chemical Property of 1,1-dimethylethyl -<1-methyl-1-<1-(1-phenylethyl)-3-pyrrolidinyl>ethyl>carbamate

Chemical Property:

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Technology Process of 1,1-dimethylethyl -<1-methyl-1-<1-(1-phenylethyl)-3-pyrrolidinyl>ethyl>carbamate

There total 2 articles about 1,1-dimethylethyl -<1-methyl-1-<1-(1-phenylethyl)-3-pyrrolidinyl>ethyl>carbamate 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:

ethyl -α,α-dimethyl-1-(1-phenylethyl)-3-pyrrolidineacetate (153566-67-7) → 1,1-dimethylethyl -<1-methyl-1-<1-(1-phenylethyl)-3-pyrrolidinyl>ethyl>carbamate (153566-71-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / 2N aq. NaOH / methanol / 18 h / Heating

2: 1.) 3A molecular sieves, Et₃N, 2.) diphenyl phosphorazidate / 1.) 1 h, 2.) reflux, 30 h

With sodium hydroxide; 3 A molecular sieve; diphenyl phosphoryl azide; triethylamine; In methanol;

DOI:10.1021/jm00032a005

Reference yield:

-α,α-dimethyl-1-(1-phenylethyl)-3-pyrrolidineacetic acid (153566-69-9) + tert-butyl alcohol (75-65-0) → 1,1-dimethylethyl -<1-methyl-1-<1-(1-phenylethyl)-3-pyrrolidinyl>ethyl>carbamate (153566-71-3)

Guidance literature:

With 3 A molecular sieve; diphenyl phosphoryl azide; triethylamine; Yield given. Multistep reaction; 1.) 1 h, 2.) reflux, 30 h;

DOI:10.1021/jm00032a005

Reference yield: 90.0%

1,1-dimethylethyl -<1-methyl-1-<1-(1-phenylethyl)-3-pyrrolidinyl>ethyl>carbamate (153566-71-3) → 1,1-dimethylethyl (R)-<1-methyl-1-(3-pyrrolidinyl)ethyl>carbamate (139230-19-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 14h; under 2585.7 Torr;

DOI:10.1021/jm00032a005

upstream raw materials:

-α,α-dimethyl-1-(1-phenylethyl)-3-pyrrolidineacetic acid

tert-butyl alcohol

ethyl -α,α-dimethyl-1-(1-phenylethyl)-3-pyrrolidineacetate

Downstream raw materials:

1,1-dimethylethyl (R)-<1-methyl-1-(3-pyrrolidinyl)ethyl>carbamate

(R)-7-[3-(1-t-butoxycarbonylamino-1-methylethyl)-1-pyrrolidinyl]-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

(R)-7-[3-(1-t-Butoxycarbonylamino-1-methylethyl)-1-pyrrolidinyl]-8-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

(R)-7-[3-(1-t-butoxycarbonylamino-1-methylethyl)-1-pyrrolidinyl]-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid

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