Octanoic acid (2S,3S,6S)-6-[(2R,3R)-3-benzyloxy-2-(4-methoxy-benzyloxy)-butyl]-2-(2-hydroxy-1,1-dimethyl-ethyl)-2-methoxy-4-[1-methoxycarbonyl-meth-(E)-ylidene]-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:Octanoic acid (2S,3S,6S)-6-[(2R,3R)-3-benzyloxy-2-(4-methoxy-benzyloxy)-butyl]-2-(2-hydroxy-1,1-dimethyl-ethyl)-2-methoxy-4-[1-methoxycarbonyl-meth-(E)-ylidene]-tetrahydro-pyran-3-yl ester
CAS No.:206255-47-2
Molecular Formula:C₄₀H₅₈O₁₀
Molecular Weight:698.895
Hs Code.:

Octanoic acid (2S,3S,6S)-6-[(2R,3R)-3-benzyloxy-2-(4-methoxy-benzyloxy)-butyl]-2-(2-hydroxy-1,1-dimethyl-ethyl)-2-methoxy-4-[1-methoxycarbonyl-meth-(E)-ylidene]-tetrahydro-pyran-3-yl ester

Synonyms:Octanoic acid (2S,3S,6S)-6-[(2R,3R)-3-benzyloxy-2-(4-methoxy-benzyloxy)-butyl]-2-(2-hydroxy-1,1-dimethyl-ethyl)-2-methoxy-4-[1-methoxycarbonyl-meth-(E)-ylidene]-tetrahydro-pyran-3-yl ester

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Chemical Property of Octanoic acid (2S,3S,6S)-6-[(2R,3R)-3-benzyloxy-2-(4-methoxy-benzyloxy)-butyl]-2-(2-hydroxy-1,1-dimethyl-ethyl)-2-methoxy-4-[1-methoxycarbonyl-meth-(E)-ylidene]-tetrahydro-pyran-3-yl ester

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Technology Process of Octanoic acid (2S,3S,6S)-6-[(2R,3R)-3-benzyloxy-2-(4-methoxy-benzyloxy)-butyl]-2-(2-hydroxy-1,1-dimethyl-ethyl)-2-methoxy-4-[1-methoxycarbonyl-meth-(E)-ylidene]-tetrahydro-pyran-3-yl ester

There total 13 articles about Octanoic acid (2S,3S,6S)-6-[(2R,3R)-3-benzyloxy-2-(4-methoxy-benzyloxy)-butyl]-2-(2-hydroxy-1,1-dimethyl-ethyl)-2-methoxy-4-[1-methoxycarbonyl-meth-(E)-ylidene]-tetrahydro-pyran-3-yl 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:

: 206255-46-1
Octanoic acid (2S,3S,6S)-6-[(2R,3R)-3-benzyloxy-2-(4-methoxy-benzyloxy)-butyl]-2-[2-(tert-butyl-dimethyl-silanyloxy)-1,1-dimethyl-ethyl]-2-methoxy-4-[1-methoxycarbonyl-meth-(E)-ylidene]-tetrahydro-pyran-3-yl ester

: 206255-47-2
Octanoic acid (2S,3S,6S)-6-[(2R,3R)-3-benzyloxy-2-(4-methoxy-benzyloxy)-butyl]-2-(2-hydroxy-1,1-dimethyl-ethyl)-2-methoxy-4-[1-methoxycarbonyl-meth-(E)-ylidene]-tetrahydro-pyran-3-yl ester

Guidance literature:: With pyridine; hydrogen fluoride; In tetrahydrofuran; Ambient temperature;
DOI:10.1021/ja9727631

Reference yield:

: 206255-40-5
6-(tert-Butyl-dimethyl-silanyloxy)-5,5-dimethyl-hexane-2,4-dione

: 206255-47-2
Octanoic acid (2S,3S,6S)-6-[(2R,3R)-3-benzyloxy-2-(4-methoxy-benzyloxy)-butyl]-2-(2-hydroxy-1,1-dimethyl-ethyl)-2-methoxy-4-[1-methoxycarbonyl-meth-(E)-ylidene]-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 1.) LDA, 3.) p-TsOH

2: NaBH₄, CeCl₃*7H₂O / methanol / -20 °C

3: m-CPBA, NaHCO₃ / CH₂Cl₂

4: DMAP / CH₂Cl₂ / -10 °C

5: Dess-Martin periodinane / Ambient temperature

6: 95 percent / SmI₂ / tetrahydrofuran; methanol / -78 °C

7: 90 percent / LDA / tetrahydrofuran / -78 °C

8: Et₃N / CH₂Cl₂ / -10 °C

9: DBU / tetrahydrofuran / Ambient temperature

10: NaBH₄, CeCl₃*7H₂O / methanol / -20 °C

11: 2,4,6-trichlorobenzoyl chloride, Et₃N / toluene / Ambient temperature

12: HF, pyridine / tetrahydrofuran / Ambient temperature

With pyridine; dmap; sodium tetrahydroborate; samarium diiodide; cerium(III) chloride; 2,4,6-trichlorobenzoyl chloride; hydrogen fluoride; sodium hydrogencarbonate; Dess-Martin periodane; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1021/ja9727631

Reference yield:

: 206255-41-6
(3R,4R)-4-Benzyloxy-3-(4-methoxy-benzyloxy)-pentanal

: 206255-47-2
Octanoic acid (2S,3S,6S)-6-[(2R,3R)-3-benzyloxy-2-(4-methoxy-benzyloxy)-butyl]-2-(2-hydroxy-1,1-dimethyl-ethyl)-2-methoxy-4-[1-methoxycarbonyl-meth-(E)-ylidene]-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 1.) LDA, 3.) p-TsOH

2: NaBH₄, CeCl₃*7H₂O / methanol / -20 °C

3: m-CPBA, NaHCO₃ / CH₂Cl₂

4: DMAP / CH₂Cl₂ / -10 °C

5: Dess-Martin periodinane / Ambient temperature

6: 95 percent / SmI₂ / tetrahydrofuran; methanol / -78 °C

7: 90 percent / LDA / tetrahydrofuran / -78 °C

8: Et₃N / CH₂Cl₂ / -10 °C

9: DBU / tetrahydrofuran / Ambient temperature

10: NaBH₄, CeCl₃*7H₂O / methanol / -20 °C

11: 2,4,6-trichlorobenzoyl chloride, Et₃N / toluene / Ambient temperature

12: HF, pyridine / tetrahydrofuran / Ambient temperature

With pyridine; dmap; sodium tetrahydroborate; samarium diiodide; cerium(III) chloride; 2,4,6-trichlorobenzoyl chloride; hydrogen fluoride; sodium hydrogencarbonate; Dess-Martin periodane; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1021/ja9727631