2-methylbut-2-enoic acid (2S)-2-[(4S)-4-(tert-butyldiphenylsilanyloxy)-3-oxo-pent-1(E)-enyl]-6-oxo-3,6-dihydro-2H-pyran-(3S)-3-yl ester

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Chemical Name:2-methylbut-2-enoic acid (2S)-2-[(4S)-4-(tert-butyldiphenylsilanyloxy)-3-oxo-pent-1(E)-enyl]-6-oxo-3,6-dihydro-2H-pyran-(3S)-3-yl ester
CAS No.:475661-24-6
Molecular Formula:C₃₁H₃₆O₆Si
Molecular Weight:532.709
Hs Code.:

Synonyms:2-methylbut-2-enoic acid (2S)-2-[(4S)-4-(tert-butyldiphenylsilanyloxy)-3-oxo-pent-1(E)-enyl]-6-oxo-3,6-dihydro-2H-pyran-(3S)-3-yl ester

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Chemical Property of 2-methylbut-2-enoic acid (2S)-2-[(4S)-4-(tert-butyldiphenylsilanyloxy)-3-oxo-pent-1(E)-enyl]-6-oxo-3,6-dihydro-2H-pyran-(3S)-3-yl ester

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Technology Process of 2-methylbut-2-enoic acid (2S)-2-[(4S)-4-(tert-butyldiphenylsilanyloxy)-3-oxo-pent-1(E)-enyl]-6-oxo-3,6-dihydro-2H-pyran-(3S)-3-yl ester

There total 12 articles about 2-methylbut-2-enoic acid (2S)-2-[(4S)-4-(tert-butyldiphenylsilanyloxy)-3-oxo-pent-1(E)-enyl]-6-oxo-3,6-dihydro-2H-pyran-(3S)-3-yl 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: 75.0%

: 80-59-1
Tiglic acid

: 475661-23-5
(6S)-6-[(4S)-4-(tert-butyldiphenylsilanyloxy)-3-oxo-pent-1(E)-enyl]-(5S)-5-hydroxy-5,6-dihydropyran-2-one

: 475661-24-6
2-methylbut-2-enoic acid (2S)-2-[(4S)-4-(tert-butyldiphenylsilanyloxy)-3-oxo-pent-1(E)-enyl]-6-oxo-3,6-dihydro-2H-pyran-(3S)-3-yl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 6h;
DOI:10.1016/S0040-4039(02)01866-X

Reference yield: 56.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: (+)-phomopsolide C

: 475661-24-6
2-methylbut-2-enoic acid (2S)-2-[(4S)-4-(tert-butyldiphenylsilanyloxy)-3-oxo-pent-1(E)-enyl]-6-oxo-3,6-dihydro-2H-pyran-(3S)-3-yl ester

Guidance literature:: With dmap; triethylamine;
DOI:10.3987/COM-18-S(F)96

Reference yield:

: 102732-44-5
ethyl (S)-2-(tert-butyldiphenylsilyloxy)propanoate

: 475661-24-6
2-methylbut-2-enoic acid (2S)-2-[(4S)-4-(tert-butyldiphenylsilanyloxy)-3-oxo-pent-1(E)-enyl]-6-oxo-3,6-dihydro-2H-pyran-(3S)-3-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: aq. KOH

2: 70 percent / DCC

3: CH₂Cl₂ / -78 °C

4: 42 mg / benzene / 4 h / Heating

5: 78 percent / BF₃*OEt₂ / acetonitrile / 0 °C

6: DCC / CH₂Cl₂

With potassium hydroxide; boron trifluoride diethyl etherate; dicyclohexyl-carbodiimide; In dichloromethane; acetonitrile; benzene;
DOI:10.1016/S0040-4039(02)01866-X