tert-Butyl-dimethyl-((3R,5R)-3,4,5-tris-benzyloxy-cyclohexyloxy)-silane

Base Information

Chemical Name:tert-Butyl-dimethyl-((3R,5R)-3,4,5-tris-benzyloxy-cyclohexyloxy)-silane
CAS No.:506423-09-2
Molecular Formula:C₃₃H₄₄O₄Si
Molecular Weight:532.795
Hs Code.:

Synonyms:tert-Butyl-dimethyl-((3R,5R)-3,4,5-tris-benzyloxy-cyclohexyloxy)-silane

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Chemical Property of tert-Butyl-dimethyl-((3R,5R)-3,4,5-tris-benzyloxy-cyclohexyloxy)-silane

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Technology Process of tert-Butyl-dimethyl-((3R,5R)-3,4,5-tris-benzyloxy-cyclohexyloxy)-silane

There total 10 articles about tert-Butyl-dimethyl-((3R,5R)-3,4,5-tris-benzyloxy-cyclohexyloxy)-silane 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: 94.0%

: 100-39-0
benzyl bromide

: 506423-07-0
(1R,2R,3R,5S)-2,3-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-cyclohexanol

: 506423-09-2
tert-Butyl-dimethyl-((3R,5R)-3,4,5-tris-benzyloxy-cyclohexyloxy)-silane

Guidance literature:: In N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(03)00005-2

Reference yield:

: 6087-40-7
(2R,3S,4R,6S)-3,4-diacetoxy-2-(acetoxymethyl)-6-methoxytetrahydro-2H-pyran

: 506423-09-2
tert-Butyl-dimethyl-((3R,5R)-3,4,5-tris-benzyloxy-cyclohexyloxy)-silane

Guidance literature:: Multi-step reaction with 10 steps

1: NaOMe; MeOH

2: pTsOH

3: 90 percent / dimethylformamide

4: 84 percent / LiAlH₄; AlCl₃ / diethyl ether

5: 82 percent / I₂; PPh₃ / tetrahydrofuran

6: 95 percent / AgF; pyridine

7: 92 percent / PdCl₂; H₂O / dioxane / 60 °C

8: dimethylformamide

9: 95 percent / L-Selectride / tetrahydrofuran

10: 94 percent / dimethylformamide

With pyridine; methanol; lithium aluminium tetrahydride; aluminium trichloride; water; iodine; sodium methylate; silver fluoride; L-Selectride; toluene-4-sulfonic acid; triphenylphosphine; palladium dichloride; In tetrahydrofuran; 1,4-dioxane; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(03)00005-2

Reference yield:

: 145149-85-5
Methyl 3,4-di-O-benzyl-2-deoxy-α-D-arabino-hexopyranoside

: 506423-09-2
tert-Butyl-dimethyl-((3R,5R)-3,4,5-tris-benzyloxy-cyclohexyloxy)-silane

Guidance literature:: Multi-step reaction with 6 steps

1: 82 percent / I₂; PPh₃ / tetrahydrofuran

2: 95 percent / AgF; pyridine

3: 92 percent / PdCl₂; H₂O / dioxane / 60 °C

4: dimethylformamide

5: 95 percent / L-Selectride / tetrahydrofuran

6: 94 percent / dimethylformamide

With pyridine; water; iodine; silver fluoride; L-Selectride; triphenylphosphine; palladium dichloride; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(03)00005-2