(-)-ophiodilactone B

Base Information

Chemical Name:(-)-ophiodilactone B
CAS No.:1159428-12-2
Molecular Formula:C₃₄H₂₈O₅
Molecular Weight:516.593
Hs Code.:

Synonyms:(-)-ophiodilactone B

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Chemical Property of (-)-ophiodilactone B

Chemical Property:

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Technology Process of (-)-ophiodilactone B

There total 10 articles about (-)-ophiodilactone B 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%

: 1159428-10-0
ophiodilactone A

: 1159428-12-2
(-)-ophiodilactone B

Guidance literature:: With oxygen; copper(II) acetate monohydrate; In toluene; at 200 ℃; for 8h; Temperature; Sealed tube;
DOI:10.1002/anie.201307835

Reference yield:

: C₂₆H₂₆O₂

: 1159428-12-2
(-)-ophiodilactone B

Guidance literature:: Multi-step reaction with 12 steps

1.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 2 h / 0 - 20 °C

2.1: sodium dihydrogenphosphate; 2-methyl-but-2-ene; sodium chlorite / tert-butyl alcohol; water / 1.5 h / 0 °C

3.1: sodium hydrogencarbonate; iodine / 14 h / 0 °C / Darkness

4.1: sodium hydroxide / tetrahydrofuran; water / 20 h / 50 °C

4.2: 24 h / 0 °C

5.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 0.5 h / -78 °C

5.2: 0.5 h / -78 - 0 °C

6.1: tetrahydrofuran / 14 h / -40 °C

7.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 4 h / 0 - 20 °C

8.1: 1,1,1,3,3,3-hexamethyl-disilazane; n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C

8.2: 0.5 h / -78 °C

8.3: 2 h / -78 °C

9.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

10.1: 20% palladium hydroxide-activated charcoal; hydrogen / ethyl acetate / 110 h / 0 °C

11.1: ethylene glycol / 5 h / 150 °C

12.1: copper(II) acetate monohydrate; oxygen / toluene / 8 h / 200 °C / Sealed tube

With sodium chlorite; sodium dihydrogenphosphate; n-butyllithium; 2-methyl-but-2-ene; oxalyl dichloride; 20% palladium hydroxide-activated charcoal; hydrogen; iodine; oxygen; copper(II) acetate monohydrate; sodium hydrogencarbonate; Dess-Martin periodane; 1,1,1,3,3,3-hexamethyl-disilazane; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; hexane; dichloromethane; water; ethylene glycol; dimethyl sulfoxide; ethyl acetate; toluene; tert-butyl alcohol; 5.1: |Swern Oxidation / 5.2: |Swern Oxidation / 6.1: |Grignard Reaction / 8.1: |Peterson Olefination;
DOI:10.1002/anie.201307835

Reference yield:

: (1S,4S,5S)-1,4,5-tribenzyl-4-(hydroxymethyl)-3,6-dioxabicyclo[3.1.0]hexan-2-one

: 1159428-12-2
(-)-ophiodilactone B

Guidance literature:: Multi-step reaction with 8 steps

1.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 0.5 h / -78 °C

1.2: 0.5 h / -78 - 0 °C

2.1: tetrahydrofuran / 14 h / -40 °C

3.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 4 h / 0 - 20 °C

4.1: 1,1,1,3,3,3-hexamethyl-disilazane; n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C

4.2: 0.5 h / -78 °C

4.3: 2 h / -78 °C

5.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

6.1: 20% palladium hydroxide-activated charcoal; hydrogen / ethyl acetate / 110 h / 0 °C

7.1: ethylene glycol / 5 h / 150 °C

8.1: copper(II) acetate monohydrate; oxygen / toluene / 8 h / 200 °C / Sealed tube

With n-butyllithium; oxalyl dichloride; 20% palladium hydroxide-activated charcoal; hydrogen; oxygen; copper(II) acetate monohydrate; sodium hydrogencarbonate; Dess-Martin periodane; 1,1,1,3,3,3-hexamethyl-disilazane; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane; ethylene glycol; dimethyl sulfoxide; ethyl acetate; toluene; 1.1: |Swern Oxidation / 1.2: |Swern Oxidation / 2.1: |Grignard Reaction / 4.1: |Peterson Olefination;
DOI:10.1002/anie.201307835