tert-butyl (3S,4R)-4,5-(dimethylmethylenedioxy)-3-[3-[(4-methoxyphenoxy)methyl]-3-buten-1-yl]oxypentanoate

Base Information

Chemical Name:tert-butyl (3S,4R)-4,5-(dimethylmethylenedioxy)-3-[3-[(4-methoxyphenoxy)methyl]-3-buten-1-yl]oxypentanoate
CAS No.:914093-12-2
Molecular Formula:C₂₄H₃₆O₇
Molecular Weight:436.546
Hs Code.:

Synonyms:tert-butyl (3S,4R)-4,5-(dimethylmethylenedioxy)-3-[3-[(4-methoxyphenoxy)methyl]-3-buten-1-yl]oxypentanoate

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Chemical Property of tert-butyl (3S,4R)-4,5-(dimethylmethylenedioxy)-3-[3-[(4-methoxyphenoxy)methyl]-3-buten-1-yl]oxypentanoate

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Technology Process of tert-butyl (3S,4R)-4,5-(dimethylmethylenedioxy)-3-[3-[(4-methoxyphenoxy)methyl]-3-buten-1-yl]oxypentanoate

There total 11 articles about tert-butyl (3S,4R)-4,5-(dimethylmethylenedioxy)-3-[3-[(4-methoxyphenoxy)methyl]-3-buten-1-yl]oxypentanoate 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:

: 914093-10-0
tert-butyl (3S,4R)-4,5-(dimethylmethylenedioxy)-3-(4-hydroxybutyl)oxypentanoate

: 914093-12-2
tert-butyl (3S,4R)-4,5-(dimethylmethylenedioxy)-3-[3-[(4-methoxyphenoxy)methyl]-3-buten-1-yl]oxypentanoate

Guidance literature:: Multi-step reaction with 5 steps

1: oxalyl chloride; triethylamine; dimethyl sulfoxide / CH₂Cl₂ / 1 h / -78 - 0 °C

2: 577 mg / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 20 h / 20 °C

3: 95 percent / NaBH₄ / ethanol / 0.33 h / cooling

4: 1.72 g / triethylamine / CH₂Cl₂ / 0.17 h / cooling

5: 1.44 g / K₂CO₃ / acetonitrile / 6 h / Heating

With sodium tetrahydroborate; oxalyl dichloride; potassium carbonate; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In ethanol; dichloromethane; acetonitrile;
DOI:10.1002/anie.200602030

Reference yield:

: 914093-23-5
tert-butyl (3S,4R)-4,5-(dimethylmethylenedioxy)-3-(3-formyl-3-buten-1-yl)oxypentanoate

: 914093-12-2
tert-butyl (3S,4R)-4,5-(dimethylmethylenedioxy)-3-[3-[(4-methoxyphenoxy)methyl]-3-buten-1-yl]oxypentanoate

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / NaBH₄ / ethanol / 0.33 h / cooling

2: 1.72 g / triethylamine / CH₂Cl₂ / 0.17 h / cooling

3: 1.44 g / K₂CO₃ / acetonitrile / 6 h / Heating

With sodium tetrahydroborate; potassium carbonate; triethylamine; In ethanol; dichloromethane; acetonitrile;
DOI:10.1002/anie.200602030

Reference yield:

: 914093-22-4
(3S,4R)-3-[(Z)-4-(tert-butyldiphenylsilyl)oxy-2-buten-1-yl]oxy-4,5-(dimethylmethylenedioxy)pentanal

: 914093-12-2
tert-butyl (3S,4R)-4,5-(dimethylmethylenedioxy)-3-[3-[(4-methoxyphenoxy)methyl]-3-buten-1-yl]oxypentanoate

Guidance literature:: Multi-step reaction with 9 steps

1: 957 mg / 2-methyl-2-butene; NaH₂PO₄; NaClO₂ / 2-methyl-propan-2-ol / 6 h

2: 828 mg / 4-(N,N-dimethylamino)pyridine; di-tert-butyl dicarbonate / 1 h / 20 °C

3: 95 percent / palladium on carbon; hydrogen / ethyl acetate / 13 h / 760 Torr

4: 96 percent / tetrabutylammonium fluoride; acetic acid / tetrahydrofuran / 15 h / 0 - 20 °C

5: oxalyl chloride; triethylamine; dimethyl sulfoxide / CH₂Cl₂ / 1 h / -78 - 0 °C

6: 577 mg / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 20 h / 20 °C

7: 95 percent / NaBH₄ / ethanol / 0.33 h / cooling

8: 1.72 g / triethylamine / CH₂Cl₂ / 0.17 h / cooling

9: 1.44 g / K₂CO₃ / acetonitrile / 6 h / Heating

With dmap; sodium chlorite; sodium tetrahydroborate; sodium dihydrogenphosphate; palladium on activated charcoal; 2-methyl-but-2-ene; oxalyl dichloride; di-tert-butyl dicarbonate; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; acetic acid; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; acetonitrile; tert-butyl alcohol;
DOI:10.1002/anie.200602030