{(5S,7S)-6-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-phenyl-ethyl]-1-[1-cyano-meth-(E)-ylidene]-6-aza-spiro[4.5]dec-7-yl}-acetic acid ethyl ester

Base Information

Chemical Name:{(5S,7S)-6-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-phenyl-ethyl]-1-[1-cyano-meth-(E)-ylidene]-6-aza-spiro[4.5]dec-7-yl}-acetic acid ethyl ester
CAS No.:855310-77-9
Molecular Formula:C₂₉H₄₄N₂O₃Si
Molecular Weight:496.765
Hs Code.:

Synonyms:{(5S,7S)-6-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-phenyl-ethyl]-1-[1-cyano-meth-(E)-ylidene]-6-aza-spiro[4.5]dec-7-yl}-acetic acid ethyl ester

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Chemical Property of {(5S,7S)-6-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-phenyl-ethyl]-1-[1-cyano-meth-(E)-ylidene]-6-aza-spiro[4.5]dec-7-yl}-acetic acid ethyl ester

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Technology Process of {(5S,7S)-6-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-phenyl-ethyl]-1-[1-cyano-meth-(E)-ylidene]-6-aza-spiro[4.5]dec-7-yl}-acetic acid ethyl ester

There total 6 articles about {(5S,7S)-6-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-phenyl-ethyl]-1-[1-cyano-meth-(E)-ylidene]-6-aza-spiro[4.5]dec-7-yl}-acetic acid ethyl ester 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: 97.0%

: 855310-75-7
[(5S,7S)-1-[1-Cyano-meth-(E)-ylidene]-6-((R)-2-hydroxy-1-phenyl-ethyl)-6-aza-spiro[4.5]dec-7-yl]-acetic acid ethyl ester

: 18162-48-6
tert-butyldimethylsilyl chloride

: 855310-77-9
{(5S,7S)-6-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-phenyl-ethyl]-1-[1-cyano-meth-(E)-ylidene]-6-aza-spiro[4.5]dec-7-yl}-acetic acid ethyl ester

Guidance literature:: With 1H-imidazole; In dichloromethane;
DOI:10.1016/j.tetlet.2005.04.019

Reference yield:

: 855301-94-9
6-phenyl-2,3,5,6,9,10-hexahydro-1H-4-oxa-6a-azacyclopenta[d]naphthalen-3a-ylamine

: 855310-77-9
{(5S,7S)-6-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-phenyl-ethyl]-1-[1-cyano-meth-(E)-ylidene]-6-aza-spiro[4.5]dec-7-yl}-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: ytterbium triflate; H₂O / tetrahydrofuran / Heating

2.1: ytterbium triflate; H₂O / tetrahydrofuran

2.2: BuLi / tetrahydrofuran / Heating

3.1: 73 percent / BF₃*OEt₂ / diethyl ether; acetonitrile / -50 °C

4.1: 97 percent / imidazole / CH₂Cl₂

With 1H-imidazole; ytterbium trifluoromethanesulfonate; boron trifluoride diethyl etherate; water; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile; 2.1: Horner-Emmons olefination;
DOI:10.1016/j.tetlet.2005.04.019

Reference yield:

: 855310-69-9
C₁₇H₂₁NO₂

: 855310-77-9
{(5S,7S)-6-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-phenyl-ethyl]-1-[1-cyano-meth-(E)-ylidene]-6-aza-spiro[4.5]dec-7-yl}-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: ytterbium triflate; H₂O / tetrahydrofuran

1.2: BuLi / tetrahydrofuran / Heating

2.1: 73 percent / BF₃*OEt₂ / diethyl ether; acetonitrile / -50 °C

3.1: 97 percent / imidazole / CH₂Cl₂

With 1H-imidazole; ytterbium trifluoromethanesulfonate; boron trifluoride diethyl etherate; water; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile; 1.1: Horner-Emmons olefination;
DOI:10.1016/j.tetlet.2005.04.019