(2R)-2-benzyloxy-4-(1,4-dihydroxy-9,10-anthraquinon-2-yl)-2-ethylbutanal

Base Information

Chemical Name:(2R)-2-benzyloxy-4-(1,4-dihydroxy-9,10-anthraquinon-2-yl)-2-ethylbutanal
CAS No.:125324-60-9
Molecular Formula:C₂₇H₂₄O₆
Molecular Weight:444.484
Hs Code.:

Synonyms:(2R)-2-benzyloxy-4-(1,4-dihydroxy-9,10-anthraquinon-2-yl)-2-ethylbutanal

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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 (2R)-2-benzyloxy-4-(1,4-dihydroxy-9,10-anthraquinon-2-yl)-2-ethylbutanal

Chemical Property:

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Technology Process of (2R)-2-benzyloxy-4-(1,4-dihydroxy-9,10-anthraquinon-2-yl)-2-ethylbutanal

There total 11 articles about (2R)-2-benzyloxy-4-(1,4-dihydroxy-9,10-anthraquinon-2-yl)-2-ethylbutanal 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:

: 100-39-0
benzyl bromide

: 125324-60-9
(2R)-2-benzyloxy-4-(1,4-dihydroxy-9,10-anthraquinon-2-yl)-2-ethylbutanal

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) 60 percent sodium hydride / 1.) N,N-dimethylformamide, 30 min, 50 deg C; 2.) 4 h

2: 92 percent / 75 percent acetic acid / H₂O / 2 h / 55 °C

3: 80 percent / boron trifluoride etherate / 4 h / 0 °C

4: 1.) sodium borohydride; 2.) acetic acid / 1.) ethanol, overnight; 2.) 0 deg C, 1 h

5: 91 percent / pyridine / 18 h / Ambient temperature

6: 74 percent / NaHCO₃, NaIO₄ / H₂O; dioxane / 18 h

7: 79 percent / piperidine acetate / propan-2-ol / 8 h / 18 °C

8: 17 percent / 1 M NaOH / tetrahydrofuran; propan-2-ol / 5 h / Ambient temperature

9: 1.) pyridine, trifluoroacetic acid, dicyclohexylcarbodi-imide; 2.) oxalic acid / 1.) dimethyl sulfoxide, toluene, 21 h, RT; 2.) ether, 30 min, methanol

With pyridine; sodium hydroxide; sodium tetrahydroborate; sodium periodate; boron trifluoride diethyl etherate; oxalic acid; sodium hydride; sodium hydrogencarbonate; acetic acid; dicyclohexyl-carbodiimide; trifluoroacetic acid; piperdinium acetate; In tetrahydrofuran; 1,4-dioxane; water; isopropyl alcohol;
DOI:10.1016/0008-6215(89)85069-4

Reference yield:

: 125324-51-8
methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-2-C-ethyl-α-D-ribo-hexopyranoside

: 125324-60-9
(2R)-2-benzyloxy-4-(1,4-dihydroxy-9,10-anthraquinon-2-yl)-2-ethylbutanal

Guidance literature:: Multi-step reaction with 8 steps

1: 92 percent / 75 percent acetic acid / H₂O / 2 h / 55 °C

2: 80 percent / boron trifluoride etherate / 4 h / 0 °C

3: 1.) sodium borohydride; 2.) acetic acid / 1.) ethanol, overnight; 2.) 0 deg C, 1 h

4: 91 percent / pyridine / 18 h / Ambient temperature

5: 74 percent / NaHCO₃, NaIO₄ / H₂O; dioxane / 18 h

6: 79 percent / piperidine acetate / propan-2-ol / 8 h / 18 °C

7: 17 percent / 1 M NaOH / tetrahydrofuran; propan-2-ol / 5 h / Ambient temperature

8: 1.) pyridine, trifluoroacetic acid, dicyclohexylcarbodi-imide; 2.) oxalic acid / 1.) dimethyl sulfoxide, toluene, 21 h, RT; 2.) ether, 30 min, methanol

With pyridine; sodium hydroxide; sodium tetrahydroborate; sodium periodate; boron trifluoride diethyl etherate; oxalic acid; sodium hydrogencarbonate; acetic acid; dicyclohexyl-carbodiimide; trifluoroacetic acid; piperdinium acetate; In tetrahydrofuran; 1,4-dioxane; water; isopropyl alcohol;
DOI:10.1016/0008-6215(89)85069-4

Reference yield:

: 125324-52-9
methyl 2-O-benzyl-3-deoxy-2-C-ethyl-α-D-ribo-hexopyranoside

: 125324-60-9
(2R)-2-benzyloxy-4-(1,4-dihydroxy-9,10-anthraquinon-2-yl)-2-ethylbutanal

Guidance literature:: Multi-step reaction with 7 steps

1: 80 percent / boron trifluoride etherate / 4 h / 0 °C

2: 1.) sodium borohydride; 2.) acetic acid / 1.) ethanol, overnight; 2.) 0 deg C, 1 h

3: 91 percent / pyridine / 18 h / Ambient temperature

4: 74 percent / NaHCO₃, NaIO₄ / H₂O; dioxane / 18 h

5: 79 percent / piperidine acetate / propan-2-ol / 8 h / 18 °C

6: 17 percent / 1 M NaOH / tetrahydrofuran; propan-2-ol / 5 h / Ambient temperature

7: 1.) pyridine, trifluoroacetic acid, dicyclohexylcarbodi-imide; 2.) oxalic acid / 1.) dimethyl sulfoxide, toluene, 21 h, RT; 2.) ether, 30 min, methanol

With pyridine; sodium hydroxide; sodium tetrahydroborate; sodium periodate; boron trifluoride diethyl etherate; oxalic acid; sodium hydrogencarbonate; acetic acid; dicyclohexyl-carbodiimide; trifluoroacetic acid; piperdinium acetate; In tetrahydrofuran; 1,4-dioxane; water; isopropyl alcohol;
DOI:10.1016/0008-6215(89)85069-4