(E)-(2S,6S,7S)-2-{(2S,3S,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-[(1S,3R)-1,3,4-tris-(tert-butyl-dimethyl-silanyloxy)-butyl]-tetrahydro-furan-2-yl}-9-iodo-7-(4-methoxy-benzyloxy)-6-methyl-non-8-en-4-one

Base Information

Chemical Name:(E)-(2S,6S,7S)-2-{(2S,3S,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-[(1S,3R)-1,3,4-tris-(tert-butyl-dimethyl-silanyloxy)-butyl]-tetrahydro-furan-2-yl}-9-iodo-7-(4-methoxy-benzyloxy)-6-methyl-non-8-en-4-one
CAS No.:141352-83-2
Molecular Formula:C₅₀H₉₅IO₈Si₄
Molecular Weight:1063.55
Hs Code.:

(E)-(2S,6S,7S)-2-{(2S,3S,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-[(1S,3R)-1,3,4-tris-(tert-butyl-dimethyl-silanyloxy)-butyl]-tetrahydro-furan-2-yl}-9-iodo-7-(4-methoxy-benzyloxy)-6-methyl-non-8-en-4-one

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Chemical Property of (E)-(2S,6S,7S)-2-{(2S,3S,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-[(1S,3R)-1,3,4-tris-(tert-butyl-dimethyl-silanyloxy)-butyl]-tetrahydro-furan-2-yl}-9-iodo-7-(4-methoxy-benzyloxy)-6-methyl-non-8-en-4-one

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Technology Process of (E)-(2S,6S,7S)-2-{(2S,3S,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-[(1S,3R)-1,3,4-tris-(tert-butyl-dimethyl-silanyloxy)-butyl]-tetrahydro-furan-2-yl}-9-iodo-7-(4-methoxy-benzyloxy)-6-methyl-non-8-en-4-one

There total 9 articles about (E)-(2S,6S,7S)-2-{(2S,3S,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-[(1S,3R)-1,3,4-tris-(tert-butyl-dimethyl-silanyloxy)-butyl]-tetrahydro-furan-2-yl}-9-iodo-7-(4-methoxy-benzyloxy)-6-methyl-non-8-en-4-one 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:

: 102335-48-8
(-)-(4'S,5S)-5-(2,2-dimethyl-1,3-dioxolan-4-yl)-2(5H)-furanone

: 141352-83-2
(E)-(2S,6S,7S)-2-{(2S,3S,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-[(1S,3R)-1,3,4-tris-(tert-butyl-dimethyl-silanyloxy)-butyl]-tetrahydro-furan-2-yl}-9-iodo-7-(4-methoxy-benzyloxy)-6-methyl-non-8-en-4-one

Guidance literature:: Multi-step reaction with 8 steps

1: 95 percent / TMSCl / tetrahydrofuran / -78 deg C -> rt

3: 1) n-BuLi, 2) BF₃*Et₂O / 1) THF, -78 deg C, 2) -78 deg C

4: H₂, quinoline / Lindlar catalyst / hexane / Ambient temperature

6: NEt₃ / CH₂Cl₂ / Ambient temperature

7: LiAlH₄ / diethyl ether / 0 °C

With quinoline; lithium aluminium tetrahydride; n-butyllithium; chloro-trimethyl-silane; boron trifluoride diethyl etherate; hydrogen; triethylamine; Lindlar's catalyst; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;
DOI:10.1016/S0040-4039(00)91672-1

Reference yield:

: 141352-74-1
(4S,5S)-5-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-4-methyl-dihydro-furan-2-one

: 141352-83-2
(E)-(2S,6S,7S)-2-{(2S,3S,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-[(1S,3R)-1,3,4-tris-(tert-butyl-dimethyl-silanyloxy)-butyl]-tetrahydro-furan-2-yl}-9-iodo-7-(4-methoxy-benzyloxy)-6-methyl-non-8-en-4-one

Guidance literature:: Multi-step reaction with 7 steps

2: 1) n-BuLi, 2) BF₃*Et₂O / 1) THF, -78 deg C, 2) -78 deg C

3: H₂, quinoline / Lindlar catalyst / hexane / Ambient temperature

5: NEt₃ / CH₂Cl₂ / Ambient temperature

6: LiAlH₄ / diethyl ether / 0 °C

With quinoline; lithium aluminium tetrahydride; n-butyllithium; boron trifluoride diethyl etherate; hydrogen; triethylamine; Lindlar's catalyst; In diethyl ether; hexane; dichloromethane;
DOI:10.1016/S0040-4039(00)91672-1

Reference yield:

: 141352-75-2
2,2-Dimethyl-propionic acid (3S,4S)-4-(4-methoxy-benzyloxy)-3-methyl-4-(S)-oxiranyl-butyl ester

: 141352-83-2
(E)-(2S,6S,7S)-2-{(2S,3S,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-[(1S,3R)-1,3,4-tris-(tert-butyl-dimethyl-silanyloxy)-butyl]-tetrahydro-furan-2-yl}-9-iodo-7-(4-methoxy-benzyloxy)-6-methyl-non-8-en-4-one

Guidance literature:: Multi-step reaction with 6 steps

1: 1) n-BuLi, 2) BF₃*Et₂O / 1) THF, -78 deg C, 2) -78 deg C

2: H₂, quinoline / Lindlar catalyst / hexane / Ambient temperature

4: NEt₃ / CH₂Cl₂ / Ambient temperature

5: LiAlH₄ / diethyl ether / 0 °C

With quinoline; lithium aluminium tetrahydride; n-butyllithium; boron trifluoride diethyl etherate; hydrogen; triethylamine; Lindlar's catalyst; In diethyl ether; hexane; dichloromethane;
DOI:10.1016/S0040-4039(00)91672-1