(2R,3S,6R)-6-((1R,2S)-1,2-Bis-benzyloxy-but-3-enyl)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-methyl-tetrahydro-pyran-4-one

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Chemical Name:(2R,3S,6R)-6-((1R,2S)-1,2-Bis-benzyloxy-but-3-enyl)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-methyl-tetrahydro-pyran-4-one
CAS No.:859844-69-2
Molecular Formula:C₄₂H₅₀O₅Si
Molecular Weight:662.942
Hs Code.:

Synonyms:(2R,3S,6R)-6-((1R,2S)-1,2-Bis-benzyloxy-but-3-enyl)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-methyl-tetrahydro-pyran-4-one

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Chemical Property of (2R,3S,6R)-6-((1R,2S)-1,2-Bis-benzyloxy-but-3-enyl)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-methyl-tetrahydro-pyran-4-one

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Technology Process of (2R,3S,6R)-6-((1R,2S)-1,2-Bis-benzyloxy-but-3-enyl)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-methyl-tetrahydro-pyran-4-one

There total 4 articles about (2R,3S,6R)-6-((1R,2S)-1,2-Bis-benzyloxy-but-3-enyl)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-methyl-tetrahydro-pyran-4-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: 70.0%

: 859844-71-6
(2R,5S,6R)-2-((1S,2S)-1,2-Bis-benzyloxy-but-3-enyl)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-[1,3]dioxan-4-one

: 859844-69-2
(2R,3S,6R)-6-((1R,2S)-1,2-Bis-benzyloxy-but-3-enyl)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-methyl-tetrahydro-pyran-4-one

Guidance literature:: (2R,5S,6R)-2-((1S,2S)-1,2-Bis-benzyloxy-but-3-enyl)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-[1,3]dioxan-4-one; Cp₂TiMe₂; In tetrahydrofuran; at 62 ℃; for 8h;

With dimethylaluminum chloride; In dichloromethane; at -78 ℃;
DOI:10.1021/ol051119l

Reference yield:

: C₂₈H₄₆O₄Si₃

: 859844-69-2
(2R,3S,6R)-6-((1R,2S)-1,2-Bis-benzyloxy-but-3-enyl)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-methyl-tetrahydro-pyran-4-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 99 percent / di-t-butylmethylpyridine; TMSOTf / CH₂Cl₂ / -78 - -50 °C

2.1: tetrahydrofuran / 8 h / 62 °C

2.2: 70 percent / Me₂AlCl / CH₂Cl₂ / -78 °C

With di-tert-butylmethylpyridine; trimethylsilyl trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol051119l

Reference yield:

: 112995-86-5
2,3-di-O-benzyl-L-erythro-pent-4-enose

: 859844-69-2
(2R,3S,6R)-6-((1R,2S)-1,2-Bis-benzyloxy-but-3-enyl)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-methyl-tetrahydro-pyran-4-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 99 percent / di-t-butylmethylpyridine; TMSOTf / CH₂Cl₂ / -78 - -50 °C

2.1: tetrahydrofuran / 8 h / 62 °C

2.2: 70 percent / Me₂AlCl / CH₂Cl₂ / -78 °C

With di-tert-butylmethylpyridine; trimethylsilyl trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol051119l