(E)-(6R,7S)-6-Benzyloxy-7-hydroxy-2,6-dimethyl-non-2-enoic acid ethyl ester

Base Information

Chemical Name:(E)-(6R,7S)-6-Benzyloxy-7-hydroxy-2,6-dimethyl-non-2-enoic acid ethyl ester
CAS No.:113453-59-1
Molecular Formula:C₂₀H₃₀O₄
Molecular Weight:334.456
Hs Code.:

Synonyms:(E)-(6R,7S)-6-Benzyloxy-7-hydroxy-2,6-dimethyl-non-2-enoic acid ethyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (E)-(6R,7S)-6-Benzyloxy-7-hydroxy-2,6-dimethyl-non-2-enoic acid ethyl ester

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Technology Process of (E)-(6R,7S)-6-Benzyloxy-7-hydroxy-2,6-dimethyl-non-2-enoic acid ethyl ester

There total 6 articles about (E)-(6R,7S)-6-Benzyloxy-7-hydroxy-2,6-dimethyl-non-2-enoic acid ethyl 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: 91.0%

: 113453-58-0
(2E,6R,7S)-7-<(4-methoxyphenyl)methoxy>-2,6-dimethyl-6-(phenylmethoxy)-2-nonenoic acid, ethyl ester

: 113453-59-1
(E)-(6R,7S)-6-Benzyloxy-7-hydroxy-2,6-dimethyl-non-2-enoic acid ethyl ester

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water;
DOI:10.1021/ja00216a026

Reference yield:

: 96481-55-9,2088-07-5
2-methylpent-1-en-3-ol

: 113453-59-1
(E)-(6R,7S)-6-Benzyloxy-7-hydroxy-2,6-dimethyl-non-2-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1) (+)-diisopropyl tartrate, Ti(O-i-Pr)4; 2) TBHP / 1) CH₂Cl₂, -20 deg C, 15 min; 2) benzene, -20 deg C, 33 h

2: 90 percent / NaH / tetrahydrofuran; dimethylformamide / 4 h / 0 °C

3: 100 percent / tetrahydrofuran / 16 h / Ambient temperature

4: 95 percent / KH / tetrahydrofuran / 25 °C

6: 91 percent / DDQ / CH₂Cl₂; H₂O

With titanium(IV) isopropylate; tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; potassium hydride; sodium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ja00216a026

Reference yield:

: 84599-41-7
(R^*,S^*)-α-Ethyl-2-methyloxiranemethanol

: 113453-59-1
(E)-(6R,7S)-6-Benzyloxy-7-hydroxy-2,6-dimethyl-non-2-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / NaH / tetrahydrofuran; dimethylformamide / 4 h / 0 °C

2: 100 percent / tetrahydrofuran / 16 h / Ambient temperature

3: 95 percent / KH / tetrahydrofuran / 25 °C

5: 91 percent / DDQ / CH₂Cl₂; H₂O

With potassium hydride; sodium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ja00216a026