(2R,3S,4S,5R,6R)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4-(3,4-dimethoxy-benzyloxy)-3,5-dimethyl-6-[(triisopropylsilanyl)-ethynyl]-tetrahydro-pyran

Base Information

Chemical Name:(2R,3S,4S,5R,6R)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4-(3,4-dimethoxy-benzyloxy)-3,5-dimethyl-6-[(triisopropylsilanyl)-ethynyl]-tetrahydro-pyran
CAS No.:380909-58-0
Molecular Formula:C₄₅H₆₆O₅Si₂
Molecular Weight:743.187
Hs Code.:

(2R,3S,4S,5R,6R)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4-(3,4-dimethoxy-benzyloxy)-3,5-dimethyl-6-[(triisopropylsilanyl)-ethynyl]-tetrahydro-pyran

Synonyms:(2R,3S,4S,5R,6R)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4-(3,4-dimethoxy-benzyloxy)-3,5-dimethyl-6-[(triisopropylsilanyl)-ethynyl]-tetrahydro-pyran

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Chemical Property of (2R,3S,4S,5R,6R)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4-(3,4-dimethoxy-benzyloxy)-3,5-dimethyl-6-[(triisopropylsilanyl)-ethynyl]-tetrahydro-pyran

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Technology Process of (2R,3S,4S,5R,6R)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4-(3,4-dimethoxy-benzyloxy)-3,5-dimethyl-6-[(triisopropylsilanyl)-ethynyl]-tetrahydro-pyran

There total 3 articles about (2R,3S,4S,5R,6R)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4-(3,4-dimethoxy-benzyloxy)-3,5-dimethyl-6-[(triisopropylsilanyl)-ethynyl]-tetrahydro-pyran 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: 99.0%

: 250328-35-9
(2R,3R,4S,5R,6R)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3,5-dimethyl-6-[(triisopropylsilanyl)-ethynyl]-tetrahydro-pyran-4-ol

: 7306-46-9
4-chloromethyl-1,2-dimethoxy-benzene

: 380909-58-0
(2R,3S,4S,5R,6R)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4-(3,4-dimethoxy-benzyloxy)-3,5-dimethyl-6-[(triisopropylsilanyl)-ethynyl]-tetrahydro-pyran

Guidance literature:: With potassium hydride; In tetrahydrofuran; at 0 ℃; for 0.5h;
DOI:10.1021/ja011604l

Reference yield:

: (2R,4R,5S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-eth-(E)-ylidene-5-methyl-2-[(triisopropylsilanyl)-ethynyl]-[1,3]dioxane

: 380909-58-0
(2R,3S,4S,5R,6R)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4-(3,4-dimethoxy-benzyloxy)-3,5-dimethyl-6-[(triisopropylsilanyl)-ethynyl]-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 3 steps

1: 91 percent / Me₂AlCl / CH₂Cl₂; hexane

2: 91 percent / NaBH₄ / ethanol / 0.5 h / -10 °C

3: 99 percent / KH / tetrahydrofuran / 0.5 h / 0 °C

With sodium tetrahydroborate; dimethylaluminum chloride; potassium hydride; In tetrahydrofuran; ethanol; hexane; dichloromethane; 1: Petasis-Ferrier rearrangement;
DOI:10.1021/ja011604l

Reference yield:

: 250328-26-8
(2R,3S,5S,6R)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3,5-dimethyl-6-[(triisopropylsilanyl)-ethynyl]-tetrahydro-pyran-4-one

: 380909-58-0
(2R,3S,4S,5R,6R)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4-(3,4-dimethoxy-benzyloxy)-3,5-dimethyl-6-[(triisopropylsilanyl)-ethynyl]-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / NaBH₄ / ethanol / 0.5 h / -10 °C

2: 99 percent / KH / tetrahydrofuran / 0.5 h / 0 °C

With sodium tetrahydroborate; potassium hydride; In tetrahydrofuran; ethanol;
DOI:10.1021/ja011604l