Heptanoic acid, 2-[(4-methoxyphenyl)methoxy]-6-(phenylmethoxy)-, methyl ester, (2R,6S)-

Base Information

Chemical Name:Heptanoic acid, 2-[(4-methoxyphenyl)methoxy]-6-(phenylmethoxy)-, methyl ester, (2R,6S)-
CAS No.:403694-63-3
Molecular Formula:C23H30O5
Molecular Weight:386.488
Hs Code.:

Synonyms:

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Chemical Property of Heptanoic acid, 2-[(4-methoxyphenyl)methoxy]-6-(phenylmethoxy)-, methyl ester, (2R,6S)-

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Technology Process of Heptanoic acid, 2-[(4-methoxyphenyl)methoxy]-6-(phenylmethoxy)-, methyl ester, (2R,6S)-

There total 1 articles about Heptanoic acid, 2-[(4-methoxyphenyl)methoxy]-6-(phenylmethoxy)-, methyl ester, (2R,6S)- 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: 82.0%

: 165817-36-7
(2R,4E,6S)-6-benzyloxy-2-(4-methoxybenzyloxy)hept-4-enoic acid methyl ester

: 403694-63-3
(2R,6S)-6-benzyloxy-2-(4-methoxybenzyloxy)heptanoic acid methyl ester

Guidance literature:: With hydrogen; N-butylamine; palladium on activated charcoal; In ethyl acetate; at 20 ℃; for 3h; under 1551.49 Torr;
DOI:10.1021/jo010743i

Reference yield: 63.0%

: 1826-67-1
vinyl magnesium bromide

: 403694-63-3
(2R,6S)-6-benzyloxy-2-(4-methoxybenzyloxy)heptanoic acid methyl ester

: 165817-37-8
(3R,4R,8S)-8-benzyloxy-4-(4-methoxybenzyloxy)non-1-en-3-ol

: (3S,4R,8S)-8-benzyloxy-4-(4-methoxybenzyloxy)non-1-en-3-ol

Guidance literature:: (2R,6S)-6-benzyloxy-2-(4-methoxybenzyloxy)heptanoic acid methyl ester; With diisobutylaluminium hydride; In diethyl ether; at -78 ℃; for 1h;

vinyl magnesium bromide; In tetrahydrofuran; diethyl ether; at -78 - 20 ℃; Further stages.;
DOI:10.1021/jo010743i

Reference yield:

: 403694-63-3
(2R,6S)-6-benzyloxy-2-(4-methoxybenzyloxy)heptanoic acid methyl ester

: 20350-15-6
(+)-brefeldin A

Guidance literature:: Multi-step reaction with 21 steps

1.1: DIBALH / diethyl ether / 1 h / -78 °C

1.2: 63 percent / tetrahydrofuran; diethyl ether / -78 - 20 °C

2.1: 93 percent / DMAP; DCC / CH₂Cl₂ / 3 h / 20 °C

3.1: LHMDS; TMSCl; Et₃N / tetrahydrofuran / -78 - 20 °C

3.2: 86 percent / diethyl ether / 0.5 h / 20 °C

4.1: 86 percent / DDQ / CH₂Cl₂; H₂O / 0.33 h / 20 °C

5.1: 84 percent / PhOH / 4.5 h / 125 °C

6.1: 97 percent / NaBH₄ / ethanol / 8 h / 20 °C

7.1: 85 percent / I₂; Ph₃P; imidazole / diethyl ether; acetonitrile / 0.5 h / 20 °C

8.1: 92 percent / LHMDS / tetrahydrofuran / 0.83 h / 0 °C

9.1: 95 percent / Li / tetrahydrofuran; ethanol; liquid ammonia / 0.5 h / -78 °C

10.1: 86 percent / Et₃N; DMAP / CH₂Cl₂ / 1.5 h / 20 °C

11.1: 98 percent / NaI / butan-2-one / 1.5 h / Heating

12.1: 75 percent / urea; NaNO₂ / dimethylsulfoxide / 15 h / 20 °C

13.1: 95 percent / imidazole / dimethylformamide / 5 h / 20 °C

14.1: 85 percent / p-chlorophenyl isocyanate; Et₃N / benzene / 10 h / Heating

15.1: Mo(CO)6 / H₂O; acetonitrile / 1.5 h / Heating

16.1: 35 mg / MsCl; Et₃N / CH₂Cl₂ / 2 h / 20 °C

17.1: 97 percent / PPTS / ethanol / 10 h / 50 °C

18.1: LiOH / H₂O; tetrahydrofuran / 0.33 h / 5 °C

19.1: Et₃N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 3 h / 20 °C

19.2: 5.5 mg / DMAP / toluene / 14 h / Heating

20.1: 85 percent / NaBH₄ / methanol / 0.5 h / -78 °C

21.1: 95 percent / BF₃*Et₂O; thiophenol / CH₂Cl₂ / 0.5 h / 20 °C

With 1H-imidazole; dmap; lithium hydroxide; sodium tetrahydroborate; chloro-trimethyl-silane; hexacarbonyl molybdenum; 2,4,6-trichlorobenzoyl chloride; boron trifluoride diethyl etherate; iodine; pyridinium p-toluenesulfonate; p-chlorphenylisocyanate; lithium; diisobutylaluminium hydride; methanesulfonyl chloride; thiophenol; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; urea; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium iodide; lithium hexamethyldisilazane; sodium nitrite; phenol; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; ammonia; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; butanone; benzene; 3.1: Ireland-Claisen rearrangement / 5.1: Claisen rearrangement;
DOI:10.1021/jo010743i