ethyl 2-((1S,2S,5S,6S)-6-(tert-butyldimethylsilyloxy)-2-(3,4-dihydro-2H-pyrrol-5-yl)-2-(3-hydroxypropyl)-5-methyl-3-(methanesulfonyloxy)cyclohexyl)acetate

Base Information

Chemical Name:ethyl 2-((1S,2S,5S,6S)-6-(tert-butyldimethylsilyloxy)-2-(3,4-dihydro-2H-pyrrol-5-yl)-2-(3-hydroxypropyl)-5-methyl-3-(methanesulfonyloxy)cyclohexyl)acetate
CAS No.:1131783-64-6
Molecular Formula:C₂₅H₄₇NO₇SSi
Molecular Weight:533.802
Hs Code.:

ethyl 2-((1S,2S,5S,6S)-6-(tert-butyldimethylsilyloxy)-2-(3,4-dihydro-2H-pyrrol-5-yl)-2-(3-hydroxypropyl)-5-methyl-3-(methanesulfonyloxy)cyclohexyl)acetate

Synonyms:ethyl 2-((1S,2S,5S,6S)-6-(tert-butyldimethylsilyloxy)-2-(3,4-dihydro-2H-pyrrol-5-yl)-2-(3-hydroxypropyl)-5-methyl-3-(methanesulfonyloxy)cyclohexyl)acetate

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Chemical Property of ethyl 2-((1S,2S,5S,6S)-6-(tert-butyldimethylsilyloxy)-2-(3,4-dihydro-2H-pyrrol-5-yl)-2-(3-hydroxypropyl)-5-methyl-3-(methanesulfonyloxy)cyclohexyl)acetate

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Technology Process of ethyl 2-((1S,2S,5S,6S)-6-(tert-butyldimethylsilyloxy)-2-(3,4-dihydro-2H-pyrrol-5-yl)-2-(3-hydroxypropyl)-5-methyl-3-(methanesulfonyloxy)cyclohexyl)acetate

There total 15 articles about ethyl 2-((1S,2S,5S,6S)-6-(tert-butyldimethylsilyloxy)-2-(3,4-dihydro-2H-pyrrol-5-yl)-2-(3-hydroxypropyl)-5-methyl-3-(methanesulfonyloxy)cyclohexyl)acetate 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: 51.0%

: 1131783-62-4
ethyl 2-((1S,2S,5S,6S)-2-allyl-6-(tert-butyldimethylsilyloxy)-2-(3,4-dihydro-2H-pyrrol-5-yl)-5-methyl-3-(methanesulfonyloxy)cyclohexyl)acetate

: 1131783-64-6
ethyl 2-((1S,2S,5S,6S)-6-(tert-butyldimethylsilyloxy)-2-(3,4-dihydro-2H-pyrrol-5-yl)-2-(3-hydroxypropyl)-5-methyl-3-(methanesulfonyloxy)cyclohexyl)acetate

Guidance literature:: ethyl 2-((1S,2S,5S,6S)-2-allyl-6-(tert-butyldimethylsilyloxy)-2-(3,4-dihydro-2H-pyrrol-5-yl)-5-methyl-3-(methanesulfonyloxy)cyclohexyl)acetate; With dimethyl sulfide borane; In tetrahydrofuran; at 0 ℃;

With dmap; In dichloromethane;
DOI:10.1021/jo302333s

Reference yield:

: 14267-92-6
1-chloro-4-pentyne

: 1131783-64-6
ethyl 2-((1S,2S,5S,6S)-6-(tert-butyldimethylsilyloxy)-2-(3,4-dihydro-2H-pyrrol-5-yl)-2-(3-hydroxypropyl)-5-methyl-3-(methanesulfonyloxy)cyclohexyl)acetate

Guidance literature:: Multi-step reaction with 10 steps

1.1: N,N-dimethyl-formamide

2.1: hydrazine / methanol

3.1: benzene / 72 h / 20 °C / Inert atmosphere; Molecular sieve

4.1: 2,2'-azobis(isobutyronitrile) / benzine / 85 °C

5.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane

6.1: ammonium cerium (IV) nitrate / water; acetonitrile / 0.08 h / 20 °C / Inert atmosphere

7.1: ammonium cerium (IV) nitrate / acetonitrile / 0 °C

8.1: lithium borohydride / tetrahydrofuran / -3 °C

9.1: triethylamine / dichloromethane / 0 - 20 °C

10.1: dimethyl sulfide borane / tetrahydrofuran / 0 °C

10.2: NaOOH

With lithium borohydride; ammonium cerium (IV) nitrate; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); dimethyl sulfide borane; triethylamine; N,N-dimethyl-formamide; hydrazine; In tetrahydrofuran; methanol; benzine; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; benzene; 1.1: |Gabriel Amine Synthesis / 2.1: |Gabriel Amine Synthesis / 6.1: |Michael Addition;
DOI:10.1021/jo302333s

Reference yield:

: 1417600-97-5
C₂₆H₄₅NOSn

: 1131783-64-6
ethyl 2-((1S,2S,5S,6S)-6-(tert-butyldimethylsilyloxy)-2-(3,4-dihydro-2H-pyrrol-5-yl)-2-(3-hydroxypropyl)-5-methyl-3-(methanesulfonyloxy)cyclohexyl)acetate

Guidance literature:: Multi-step reaction with 6 steps

1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane

2.1: ammonium cerium (IV) nitrate / water; acetonitrile / 0.08 h / 20 °C / Inert atmosphere

3.1: ammonium cerium (IV) nitrate / acetonitrile / 0 °C

4.1: lithium borohydride / tetrahydrofuran / -3 °C

5.1: triethylamine / dichloromethane / 0 - 20 °C

6.1: dimethyl sulfide borane / tetrahydrofuran / 0 °C

6.2: NaOOH

With lithium borohydride; ammonium cerium (IV) nitrate; oxalyl dichloride; dimethyl sulfide borane; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; water; acetonitrile; 2.1: |Michael Addition;
DOI:10.1021/jo302333s