Trimethyl-{3-[(3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-(2Z)-ylidene]-prop-1-ynyl}-silane

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Chemical Name:Trimethyl-{3-[(3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-(2Z)-ylidene]-prop-1-ynyl}-silane
CAS No.:760201-38-5
Molecular Formula:C₄₀H₄₄O₅Si
Molecular Weight:632.872
Hs Code.:

Synonyms:Trimethyl-{3-[(3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-(2Z)-ylidene]-prop-1-ynyl}-silane

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Chemical Property of Trimethyl-{3-[(3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-(2Z)-ylidene]-prop-1-ynyl}-silane

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Technology Process of Trimethyl-{3-[(3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-(2Z)-ylidene]-prop-1-ynyl}-silane

There total 1 articles about Trimethyl-{3-[(3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-(2Z)-ylidene]-prop-1-ynyl}-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: 91.0%

: 1066-54-2
trimethylsilylacetylene

: 607715-89-9
(2R,3R,4S,5R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-[1-iodo-meth-(Z)-ylidene]-tetrahydro-pyran

: 760201-38-5
Trimethyl-{3-[(3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-(2Z)-ylidene]-prop-1-ynyl}-silane

Guidance literature:: With piperidine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1002/ejoc.201000170

Reference yield: 95.0%

: 760201-38-5
Trimethyl-{3-[(3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-(2Z)-ylidene]-prop-1-ynyl}-silane

: 760201-39-6
(2R,3R,4S,5R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-prop-2-yn-(Z)-ylidene-tetrahydro-pyran

Guidance literature:: With potassium carbonate;
DOI:10.1016/j.tetlet.2004.06.079

Reference yield:

: 760201-38-5
Trimethyl-{3-[(3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-(2Z)-ylidene]-prop-1-ynyl}-silane

: (2R,3R,4S,5R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-[5-phenyl-penta-2,4-diyn-(Z)-ylidene]-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / K₂CO₃

2: 89 percent / Et₂NH; CuI / Pd(PPh₃)4 / 20 °C

With copper(l) iodide; potassium carbonate; diethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2: Sonogashira coupling;
DOI:10.1016/j.tetlet.2004.06.079