Trimethyl-[3-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-prop-1-ynyl]-silane

Base Information

Chemical Name:Trimethyl-[3-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-prop-1-ynyl]-silane
CAS No.:466646-35-5
Molecular Formula:C₃₃H₄₀O₅Si
Molecular Weight:544.763
Hs Code.:

Synonyms:Trimethyl-[3-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-prop-1-ynyl]-silane

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Trimethyl-[3-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-prop-1-ynyl]-silane

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of Trimethyl-[3-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-prop-1-ynyl]-silane

There total 5 articles about Trimethyl-[3-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-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: 60.0%

: 54655-07-1
lithium trimethylsilylacetylenide

: 221545-35-3
((2R,3R,4S,5S,6S)-3,4,5-tris(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)methyl trifluoromethanesulfonate

: 466646-35-5
Trimethyl-[3-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-prop-1-ynyl]-silane

Guidance literature:: In tetrahydrofuran; at -78 - 20 ℃;
DOI:10.1021/jo020339z

Reference yield:

: methyl 2,3,4-tri-O-benzyl-6-O-(tertbutyldiphenylsilyl)-α-D-mannopyranoside

: 466646-35-5
Trimethyl-[3-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-prop-1-ynyl]-silane

Guidance literature:: Multi-step reaction with 3 steps

1: 1.10 g / tetra-n-butylammonium fluoride / tetrahydrofuran / 0 °C

2: 80 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / -40 °C

3: 60 percent / tetrahydrofuran / -78 - 20 °C

With 2,6-dimethylpyridine; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo020339z

Reference yield:

: 34212-64-1,641635-63-4
methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside

: 466646-35-5
Trimethyl-[3-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-prop-1-ynyl]-silane

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / -40 °C

2: 60 percent / tetrahydrofuran / -78 - 20 °C

With 2,6-dimethylpyridine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo020339z