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

Base Information

Chemical Name:{(1S,2S)-2-[(2S,5S,6S)-5-((2S,5R,6S)-5-Benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-1-methyl-pent-4-ynyloxy}-tert-butyl-dimethyl-silane
CAS No.:206115-98-2
Molecular Formula:C₃₁H₅₀O₆Si
Molecular Weight:546.82
Hs Code.:

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

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

There total 10 articles about {(1S,2S)-2-[(2S,5S,6S)-5-((2S,5R,6S)-5-Benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-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: 90.0%

: 206115-97-1
(2S,3S)-3-((2S,5R,6S)-5-Benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-methyl-3,4-dihydro-2H-pyran

: 206115-91-5
(2S,3S)-2-(tert-Butyl-dimethyl-silanyloxy)-hex-5-yn-3-ol

: 206115-98-2
{(1S,2S)-2-[(2S,5S,6S)-5-((2S,5R,6S)-5-Benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-1-methyl-pent-4-ynyloxy}-tert-butyl-dimethyl-silane

Guidance literature:: With toluene-4-sulfonic acid; In benzene;
DOI:10.1021/ja980196r

Reference yield:

: 129985-29-1
(2S,3R)-3-benzyloxy-2-methyl-3,4-dihydro-2H-pyran

: 206115-98-2
{(1S,2S)-2-[(2S,5S,6S)-5-((2S,5R,6S)-5-Benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-1-methyl-pent-4-ynyloxy}-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 4 steps

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

2: 97 percent / Bu₄NF / tetrahydrofuran

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

4: 90 percent / aq. p-TsOH / benzene

With N-iodo-succinimide; tungsten pentacarbonyl tetrahydrofuran; 2,2'-azobis(isobutyronitrile); 3 A molecular sieve; triphenylstannane; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; benzene;
DOI:10.1021/ja980196r

Reference yield:

: 100-39-0
benzyl bromide

: 206115-98-2
{(1S,2S)-2-[(2S,5S,6S)-5-((2S,5R,6S)-5-Benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-1-methyl-pent-4-ynyloxy}-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 7 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

5: 97 percent / Bu₄NF / tetrahydrofuran

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

7: 90 percent / aq. p-TsOH / benzene

With N-iodo-succinimide; tungsten pentacarbonyl tetrahydrofuran; 2,2'-azobis(isobutyronitrile); 3 A molecular sieve; triphenylstannane; tetrabutyl ammonium fluoride; sodium hydride; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; benzene;
DOI:10.1021/ja980196r