(R)-2-Benzyloxy-2-[(S)-1-((R)-4-methyl-oct-2-ynyl)-pyrrolidin-2-yl]-propionaldehyde

Base Information

Chemical Name:(R)-2-Benzyloxy-2-[(S)-1-((R)-4-methyl-oct-2-ynyl)-pyrrolidin-2-yl]-propionaldehyde
CAS No.:243454-16-2
Molecular Formula:C₂₃H₃₃NO₂
Molecular Weight:355.521
Hs Code.:

Synonyms:(R)-2-Benzyloxy-2-[(S)-1-((R)-4-methyl-oct-2-ynyl)-pyrrolidin-2-yl]-propionaldehyde

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Chemical Property of (R)-2-Benzyloxy-2-[(S)-1-((R)-4-methyl-oct-2-ynyl)-pyrrolidin-2-yl]-propionaldehyde

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Technology Process of (R)-2-Benzyloxy-2-[(S)-1-((R)-4-methyl-oct-2-ynyl)-pyrrolidin-2-yl]-propionaldehyde

There total 11 articles about (R)-2-Benzyloxy-2-[(S)-1-((R)-4-methyl-oct-2-ynyl)-pyrrolidin-2-yl]-propionaldehyde 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: 93.0%

: 243454-15-1
(R)-2-Benzyloxy-2-[(S)-1-((R)-4-methyl-oct-2-ynyl)-pyrrolidin-2-yl]-propan-1-ol

: 243454-16-2
(R)-2-Benzyloxy-2-[(S)-1-((R)-4-methyl-oct-2-ynyl)-pyrrolidin-2-yl]-propionaldehyde

Guidance literature:: With oxalyl dichloride; triethylamine; In dimethyl sulfoxide;
DOI:10.1021/ja990997+

Reference yield:

: 123190-88-5
(R)-2-(S)-Pyrrolidin-2-yl-1-(2-trimethylsilanyl-ethoxymethoxy)-propan-2-ol

: 243454-16-2
(R)-2-Benzyloxy-2-[(S)-1-((R)-4-methyl-oct-2-ynyl)-pyrrolidin-2-yl]-propionaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1: i-Pr₂NEt / tetrahydrofuran

2: 83 percent / KH / tetrahydrofuran

3: 94 percent / NBu₄F / tetrahydrofuran

4: 93 percent / (COCl)2; DMSO; Et₃N

With oxalyl dichloride; tetrabutyl ammonium fluoride; potassium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1: propargylation / 2: benzylation / 3: deacetalization / 4: Swern oxidation;
DOI:10.1021/ja001440t

Reference yield:

: 123190-87-4
(1R,7aS)-tetrahydro-1-methyl-1-<<2-(trimethylsilyl)ethoxy>methoxy>methyl-1H,3H-pyrrolo<1,2-c>oxazol-3-one

: 243454-16-2
(R)-2-Benzyloxy-2-[(S)-1-((R)-4-methyl-oct-2-ynyl)-pyrrolidin-2-yl]-propionaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1: KOH / ethanol

2: i-Pr₂NEt / tetrahydrofuran

3: 83 percent / KH / tetrahydrofuran

4: 94 percent / NBu₄F / tetrahydrofuran

5: 93 percent / (COCl)2; DMSO; Et₃N

With potassium hydroxide; oxalyl dichloride; tetrabutyl ammonium fluoride; potassium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; 1: Hydrolysis / 2: propargylation / 3: benzylation / 4: deacetalization / 5: Swern oxidation;
DOI:10.1021/ja001440t