[(1S,2S)-2-((2S,5R,6S)-5-Benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-1-methyl-pent-4-ynyloxy]-tert-butyl-dimethyl-silane

Base Information

Chemical Name:[(1S,2S)-2-((2S,5R,6S)-5-Benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-1-methyl-pent-4-ynyloxy]-tert-butyl-dimethyl-silane
CAS No.:206115-95-9
Molecular Formula:C₂₅H₄₀O₄Si
Molecular Weight:432.676
Hs Code.:

Synonyms:[(1S,2S)-2-((2S,5R,6S)-5-Benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-1-methyl-pent-4-ynyloxy]-tert-butyl-dimethyl-silane

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Chemical Property of [(1S,2S)-2-((2S,5R,6S)-5-Benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-1-methyl-pent-4-ynyloxy]-tert-butyl-dimethyl-silane

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Technology Process of [(1S,2S)-2-((2S,5R,6S)-5-Benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-1-methyl-pent-4-ynyloxy]-tert-butyl-dimethyl-silane

There total 6 articles about [(1S,2S)-2-((2S,5R,6S)-5-Benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-1-methyl-pent-4-ynyloxy]-tert-butyl-dimethyl-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:

: 100-39-0
benzyl bromide

: 206115-95-9
[(1S,2S)-2-((2S,5R,6S)-5-Benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-1-methyl-pent-4-ynyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1: NaH / tetrahydrofuran

2: Bu₄NF / tetrahydrofuran

3: 1.) (THF)W(CO)5, 2.) Et₃N / 1.) THF, 2.) Et₂O, THF

4: 1.) NIS, molecular sieves 3A, 2.) Ph₃SnH, AIBN / 1.) CH₃CN, 0 deg C, 2.) C₆H₆, 80 deg C

With N-iodo-succinimide; tungsten pentacarbonyl tetrahydrofuran; 2,2'-azobis(isobutyronitrile); 3 A molecular sieve; triphenylstannane; tetrabutyl ammonium fluoride; sodium hydride; triethylamine; In tetrahydrofuran;
DOI:10.1021/ja980196r

Reference yield:

: 87727-28-4
(S)-2-tert-butyl-dimethyl-silanyloxy propanal

: 206115-95-9
[(1S,2S)-2-((2S,5R,6S)-5-Benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-1-methyl-pent-4-ynyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 2 steps

1: diethyl ether

2: 1.) NIS, molecular sieves 3A, 2.) Ph₃SnH, AIBN / 1.) CH₃CN, 0 deg C, 2.) C₆H₆, 80 deg C

With N-iodo-succinimide; 2,2'-azobis(isobutyronitrile); 3 A molecular sieve; triphenylstannane; In diethyl ether;
DOI:10.1021/ja980196r

Reference yield:

: ((1S,2R)-2-Benzyloxy-1-methyl-pent-4-ynyloxy)-tert-butyl-dimethyl-silane

: 206115-95-9
[(1S,2S)-2-((2S,5R,6S)-5-Benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-1-methyl-pent-4-ynyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 3 steps

1: Bu₄NF / tetrahydrofuran

2: 1.) (THF)W(CO)5, 2.) Et₃N / 1.) THF, 2.) Et₂O, THF

3: 1.) NIS, molecular sieves 3A, 2.) Ph₃SnH, AIBN / 1.) CH₃CN, 0 deg C, 2.) C₆H₆, 80 deg C

With N-iodo-succinimide; tungsten pentacarbonyl tetrahydrofuran; 2,2'-azobis(isobutyronitrile); 3 A molecular sieve; triphenylstannane; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran;
DOI:10.1021/ja980196r