2,2-Dimethyl-propionic acid (E)-(1S,2R)-2-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-1-{(R)-4-[1-methoxy-meth-(E)-ylidene]-2-methyl-3-oxo-tetrahydro-furan-2-yl}-hexa-3,5-dienyl ester

Base Information

Chemical Name:2,2-Dimethyl-propionic acid (E)-(1S,2R)-2-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-1-{(R)-4-[1-methoxy-meth-(E)-ylidene]-2-methyl-3-oxo-tetrahydro-furan-2-yl}-hexa-3,5-dienyl ester
CAS No.:98611-63-3
Molecular Formula:C₃₁H₄₆O₇Si
Molecular Weight:558.788
Hs Code.:

2,2-Dimethyl-propionic acid (E)-(1S,2R)-2-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-1-{(R)-4-[1-methoxy-meth-(E)-ylidene]-2-methyl-3-oxo-tetrahydro-furan-2-yl}-hexa-3,5-dienyl ester

Synonyms:2,2-Dimethyl-propionic acid (E)-(1S,2R)-2-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-1-{(R)-4-[1-methoxy-meth-(E)-ylidene]-2-methyl-3-oxo-tetrahydro-furan-2-yl}-hexa-3,5-dienyl ester

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Chemical Property of 2,2-Dimethyl-propionic acid (E)-(1S,2R)-2-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-1-{(R)-4-[1-methoxy-meth-(E)-ylidene]-2-methyl-3-oxo-tetrahydro-furan-2-yl}-hexa-3,5-dienyl ester

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Technology Process of 2,2-Dimethyl-propionic acid (E)-(1S,2R)-2-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-1-{(R)-4-[1-methoxy-meth-(E)-ylidene]-2-methyl-3-oxo-tetrahydro-furan-2-yl}-hexa-3,5-dienyl ester

There total 10 articles about 2,2-Dimethyl-propionic acid (E)-(1S,2R)-2-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-1-{(R)-4-[1-methoxy-meth-(E)-ylidene]-2-methyl-3-oxo-tetrahydro-furan-2-yl}-hexa-3,5-dienyl 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:

: 104410-90-4
tert-butyldimethylsilyl trifluoroacetate

: 98611-63-3
2,2-Dimethyl-propionic acid (E)-(1S,2R)-2-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-1-{(R)-4-[1-methoxy-meth-(E)-ylidene]-2-methyl-3-oxo-tetrahydro-furan-2-yl}-hexa-3,5-dienyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: Et₃N / diethyl ether

2: L-selectride / diethyl ether / -78 °C

3: NaH, EtOH

4: K₂CO₃ / acetone

With ethanol; L-Selectride; sodium hydride; potassium carbonate; triethylamine; In diethyl ether; acetone;
DOI:10.1021/jo00220a064

Reference yield:

: 98611-69-9
(2S,3S)-2-Benzyloxy-3-hydroxy-3-((R)-2-methyl-3-oxo-2,3-dihydro-furan-2-yl)-propionaldehyde

: 98611-63-3
2,2-Dimethyl-propionic acid (E)-(1S,2R)-2-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-1-{(R)-4-[1-methoxy-meth-(E)-ylidene]-2-methyl-3-oxo-tetrahydro-furan-2-yl}-hexa-3,5-dienyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: toluene / 12 h / 40 °C

2: 4-DMAP

3: Et₃N / diethyl ether

4: L-selectride / diethyl ether / -78 °C

5: NaH, EtOH

6: K₂CO₃ / acetone

With dmap; ethanol; L-Selectride; sodium hydride; potassium carbonate; triethylamine; In diethyl ether; acetone; toluene;
DOI:10.1021/jo00220a064

Reference yield:

: (2R,2'R,3'R,4'R)-3'-Benzyloxy-4',5'-dihydroxy-2-methyl-2',3',4',5'-tetrahydro-[2,2']bifuranyl-3-one

: 98611-63-3
2,2-Dimethyl-propionic acid (E)-(1S,2R)-2-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-1-{(R)-4-[1-methoxy-meth-(E)-ylidene]-2-methyl-3-oxo-tetrahydro-furan-2-yl}-hexa-3,5-dienyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: NaIO₄, NaHCO₃ / tetrahydrofuran / 0 °C

2: toluene / 12 h / 40 °C

3: 4-DMAP

4: Et₃N / diethyl ether

5: L-selectride / diethyl ether / -78 °C

6: NaH, EtOH

7: K₂CO₃ / acetone

With dmap; sodium periodate; ethanol; L-Selectride; sodium hydride; sodium hydrogencarbonate; potassium carbonate; triethylamine; In tetrahydrofuran; diethyl ether; acetone; toluene;
DOI:10.1021/jo00220a064