(5S,6R)-6-((1S,3R)-4-Benzyloxy-1-methoxy-3-methyl-butyl)-5-methoxy-tetrahydro-pyran-2-one

Base Information

Chemical Name:(5S,6R)-6-((1S,3R)-4-Benzyloxy-1-methoxy-3-methyl-butyl)-5-methoxy-tetrahydro-pyran-2-one
CAS No.:128461-50-7
Molecular Formula:C₁₉H₂₈O₅
Molecular Weight:336.428
Hs Code.:

Synonyms:(5S,6R)-6-((1S,3R)-4-Benzyloxy-1-methoxy-3-methyl-butyl)-5-methoxy-tetrahydro-pyran-2-one

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Chemical Property of (5S,6R)-6-((1S,3R)-4-Benzyloxy-1-methoxy-3-methyl-butyl)-5-methoxy-tetrahydro-pyran-2-one

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Technology Process of (5S,6R)-6-((1S,3R)-4-Benzyloxy-1-methoxy-3-methyl-butyl)-5-methoxy-tetrahydro-pyran-2-one

There total 13 articles about (5S,6R)-6-((1S,3R)-4-Benzyloxy-1-methoxy-3-methyl-butyl)-5-methoxy-tetrahydro-pyran-2-one 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

: 128461-50-7
(5S,6R)-6-((1S,3R)-4-Benzyloxy-1-methoxy-3-methyl-butyl)-5-methoxy-tetrahydro-pyran-2-one

Guidance literature:: Multi-step reaction with 11 steps

2: AcOH / tetrahydrofuran; H₂O / 50 °C

3: imidazole / dimethylformamide

4: 90 percent / t-BuOOH / (+)-DIPT, Ti(i-PrO)4 / CH₂Cl₂ / -20 °C

5: NaH / tetrahydrofuran / 0 °C

6: n-Bu₄NF / tetrahydrofuran

7: Dess-Martin periodinane reagent

8: tetrahydrofuran

9: H₂ / Pd/C / ethyl acetate

10: 1.) NaOH / 2.) CSA / 1.) EtOH, reflux; 2.) CH₂Cl₂

11: boron trifluoride etherate / 0 °C

With 1H-imidazole; tert.-butylhydroperoxide; sodium hydroxide; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; Dess-Martin periodane; acetic acid; titanium(IV) isopropylate; palladium on activated charcoal; L-(+)-diisopropyl tartrate; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; In tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)70631-9

Reference yield:

: Propionic acid (R)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-allyl ester

: 128461-50-7
(5S,6R)-6-((1S,3R)-4-Benzyloxy-1-methoxy-3-methyl-butyl)-5-methoxy-tetrahydro-pyran-2-one

Guidance literature:: Multi-step reaction with 11 steps

2: AcOH / tetrahydrofuran; H₂O / 50 °C

3: imidazole / dimethylformamide

4: 90 percent / t-BuOOH / (+)-DIPT, Ti(i-PrO)4 / CH₂Cl₂ / -20 °C

5: NaH / tetrahydrofuran / 0 °C

6: n-Bu₄NF / tetrahydrofuran

7: Dess-Martin periodinane reagent

8: tetrahydrofuran

9: H₂ / Pd/C / ethyl acetate

10: 1.) NaOH / 2.) CSA / 1.) EtOH, reflux; 2.) CH₂Cl₂

11: boron trifluoride etherate / 0 °C

With 1H-imidazole; tert.-butylhydroperoxide; sodium hydroxide; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; Dess-Martin periodane; acetic acid; titanium(IV) isopropylate; palladium on activated charcoal; L-(+)-diisopropyl tartrate; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; In tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)70631-9

Reference yield:

: 137131-91-0
(E)-(2R,6R)-7-Benzyloxy-6-methyl-hept-3-ene-1,2-diol

: 128461-50-7
(5S,6R)-6-((1S,3R)-4-Benzyloxy-1-methoxy-3-methyl-butyl)-5-methoxy-tetrahydro-pyran-2-one

Guidance literature:: Multi-step reaction with 9 steps

1: imidazole / dimethylformamide

2: 90 percent / t-BuOOH / (+)-DIPT, Ti(i-PrO)4 / CH₂Cl₂ / -20 °C

3: NaH / tetrahydrofuran / 0 °C

4: n-Bu₄NF / tetrahydrofuran

5: Dess-Martin periodinane reagent

6: tetrahydrofuran

7: H₂ / Pd/C / ethyl acetate

8: 1.) NaOH / 2.) CSA / 1.) EtOH, reflux; 2.) CH₂Cl₂

9: boron trifluoride etherate / 0 °C

With 1H-imidazole; tert.-butylhydroperoxide; sodium hydroxide; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; Dess-Martin periodane; titanium(IV) isopropylate; palladium on activated charcoal; L-(+)-diisopropyl tartrate; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)70631-9