(R)-5-Benzyloxy-4-[(1S,2R)-2-benzyloxy-1-(3,3-dimethyl-oxiranylmethyl)-1-methyl-pent-4-enyloxy]-pent-1-en-3-ol

Base Information

Chemical Name:(R)-5-Benzyloxy-4-[(1S,2R)-2-benzyloxy-1-(3,3-dimethyl-oxiranylmethyl)-1-methyl-pent-4-enyloxy]-pent-1-en-3-ol
CAS No.:663599-84-6
Molecular Formula:C₃₀H₄₀O₅
Molecular Weight:480.645
Hs Code.:

Synonyms:(R)-5-Benzyloxy-4-[(1S,2R)-2-benzyloxy-1-(3,3-dimethyl-oxiranylmethyl)-1-methyl-pent-4-enyloxy]-pent-1-en-3-ol

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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 (R)-5-Benzyloxy-4-[(1S,2R)-2-benzyloxy-1-(3,3-dimethyl-oxiranylmethyl)-1-methyl-pent-4-enyloxy]-pent-1-en-3-ol

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (R)-5-Benzyloxy-4-[(1S,2R)-2-benzyloxy-1-(3,3-dimethyl-oxiranylmethyl)-1-methyl-pent-4-enyloxy]-pent-1-en-3-ol

There total 9 articles about (R)-5-Benzyloxy-4-[(1S,2R)-2-benzyloxy-1-(3,3-dimethyl-oxiranylmethyl)-1-methyl-pent-4-enyloxy]-pent-1-en-3-ol 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: 80.0%

: 663599-91-5
(R)-5-Benzyloxy-4-[(S)-1-((R)-1-benzyloxy-but-3-enyl)-1,4-dimethyl-pent-3-enyloxy]-pent-1-en-3-ol

: 663599-84-6
(R)-5-Benzyloxy-4-[(1S,2R)-2-benzyloxy-1-(3,3-dimethyl-oxiranylmethyl)-1-methyl-pent-4-enyloxy]-pent-1-en-3-ol

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -78 ℃;

Reference yield:

: 17123-60-3
2-methylhexa-1,5-dien-3-ol

: 663599-84-6
(R)-5-Benzyloxy-4-[(1S,2R)-2-benzyloxy-1-(3,3-dimethyl-oxiranylmethyl)-1-methyl-pent-4-enyloxy]-pent-1-en-3-ol

Guidance literature:: Multi-step reaction with 9 steps

1.1: 43 percent / (-)-dicyclohexyl tartarate; Ti (OiPr)4; t-BuOOH / CH₂Cl₂

2.1: 87 percent / NaH / tetrahydrofuran

3.1: 86 percent / CuI / tetrahydrofuran / -20 °C

4.1: 87 percent / NaH / tetrahydrofuran

5.1: 85 percent / Me₃CCOCl; Et₃N / tetrahydrofuran / -78 - 0 °C

6.1: 70 percent / NaN(SiMe₃)2 / tetrahydrofuran / -78 °C

7.1: 88 percent / NaBH₄ / tetrahydrofuran; H₂O

8.1: Dess-Martin

8.2: 80 percent / tetrahydrofuran

9.1: 80 percent / m-CPBA / CH₂Cl₂ / -78 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium tetrahydroborate; copper(l) iodide; (-)-dicyclohexyl D-tartrate; sodium hexamethyldisilazane; pivaloyl chloride; sodium hydride; Dess-Martin periodane; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; water;

Reference yield:

: 663599-88-0
(R)-1-((S)-2-Methyl-oxiranyl)-but-3-en-1-ol

: 663599-84-6
(R)-5-Benzyloxy-4-[(1S,2R)-2-benzyloxy-1-(3,3-dimethyl-oxiranylmethyl)-1-methyl-pent-4-enyloxy]-pent-1-en-3-ol

Guidance literature:: Multi-step reaction with 8 steps

1.1: 87 percent / NaH / tetrahydrofuran

2.1: 86 percent / CuI / tetrahydrofuran / -20 °C

3.1: 87 percent / NaH / tetrahydrofuran

4.1: 85 percent / Me₃CCOCl; Et₃N / tetrahydrofuran / -78 - 0 °C

5.1: 70 percent / NaN(SiMe₃)2 / tetrahydrofuran / -78 °C

6.1: 88 percent / NaBH₄ / tetrahydrofuran; H₂O

7.1: Dess-Martin

7.2: 80 percent / tetrahydrofuran

8.1: 80 percent / m-CPBA / CH₂Cl₂ / -78 °C

With sodium tetrahydroborate; copper(l) iodide; sodium hexamethyldisilazane; pivaloyl chloride; sodium hydride; Dess-Martin periodane; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; water;