tert-Butyl-{(1S,2S)-2-[(2S,5S,6S)-5-(4-methoxy-benzyloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-1-methyl-pent-4-ynyloxy}-dimethyl-silane

Base Information

Chemical Name:tert-Butyl-{(1S,2S)-2-[(2S,5S,6S)-5-(4-methoxy-benzyloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-1-methyl-pent-4-ynyloxy}-dimethyl-silane
CAS No.:415915-80-9
Molecular Formula:C₂₆H₄₂O₅Si
Molecular Weight:462.702
Hs Code.:

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

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Chemical Property of tert-Butyl-{(1S,2S)-2-[(2S,5S,6S)-5-(4-methoxy-benzyloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-1-methyl-pent-4-ynyloxy}-dimethyl-silane

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Technology Process of tert-Butyl-{(1S,2S)-2-[(2S,5S,6S)-5-(4-methoxy-benzyloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-1-methyl-pent-4-ynyloxy}-dimethyl-silane

There total 1 articles about tert-Butyl-{(1S,2S)-2-[(2S,5S,6S)-5-(4-methoxy-benzyloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-1-methyl-pent-4-ynyloxy}-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:

: (2S,3S)-3-(4-Methoxy-benzyloxy)-hex-5-yn-2-ol

: 415915-80-9
tert-Butyl-{(1S,2S)-2-[(2S,5S,6S)-5-(4-methoxy-benzyloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-1-methyl-pent-4-ynyloxy}-dimethyl-silane

Guidance literature:: Multi-step reaction with 2 steps

1: 7 percent / (p-CH₃OC₆H₄)3P; N-hydroxysuccinimide; tetra-n-butylammonium hexafluorophosphate / CpRu[(p-CH₃OC₆H₄)3P]2Cl; NaHCO₃ / dimethylformamide / 18 h / 85 °C

2: 75 percent / TsOH*H₂O / benzene / 2 h / 20 °C

With 1-hydroxy-pyrrolidine-2,5-dione; P(p-CH₃OC₆H₄)3; tert-butylammonium hexafluorophosphate(V); toluene-4-sulfonic acid; (η(5)-C5H5)RuCl(P(p-CH3OC6H4)3)2; sodium hydrogencarbonate; In N,N-dimethyl-formamide; benzene;
DOI:10.1021/ja011840w

Reference yield: 93.0%

: 415915-80-9
tert-Butyl-{(1S,2S)-2-[(2S,5S,6S)-5-(4-methoxy-benzyloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-1-methyl-pent-4-ynyloxy}-dimethyl-silane

: 415915-81-0
(2S,3S)-3-[(2S,5S,6S)-5-(4-Methoxy-benzyloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-hex-5-yn-2-ol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1021/ja011840w

Reference yield:

: 415915-80-9
tert-Butyl-{(1S,2S)-2-[(2S,5S,6S)-5-(4-methoxy-benzyloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-1-methyl-pent-4-ynyloxy}-dimethyl-silane

: 415915-82-1
(2S,3S)-3-[(2S,5S,6S)-5-(4-Methoxy-benzyloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-2-methyl-3,4-dihydro-2H-pyran

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / TBAF / tetrahydrofuran / 1 h / 20 °C

2: 65 percent / (p-CH₃OC₆H₄)3P; N-hydroxysuccinimide Na-salt; tetra-n-butylammonium hexafluorophosphate / CpRu[(p-CH₃OC₆H₄)3P]2Cl / dimethylformamide / 24 h / 85 °C

With P(p-CH₃OC₆H₄)3; tetrabutyl ammonium fluoride; tert-butylammonium hexafluorophosphate(V); sodium salt of N-hydroxysuccinimide; (η(5)-C5H5)RuCl(P(p-CH3OC6H4)3)2; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/ja011840w