(2S,4S,6S)-2-{(S)-3-[(2R,3S,6S)-6-(2-Benzyloxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-2-methoxy-propyl}-6-(2-triisopropylsilanyloxy-ethyl)-tetrahydro-pyran-4-ol

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Chemical Name:(2S,4S,6S)-2-{(S)-3-[(2R,3S,6S)-6-(2-Benzyloxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-2-methoxy-propyl}-6-(2-triisopropylsilanyloxy-ethyl)-tetrahydro-pyran-4-ol
CAS No.:365404-62-2
Molecular Formula:C₃₅H₆₂O₆Si
Molecular Weight:606.959
Hs Code.:

(2S,4S,6S)-2-{(S)-3-[(2R,3S,6S)-6-(2-Benzyloxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-2-methoxy-propyl}-6-(2-triisopropylsilanyloxy-ethyl)-tetrahydro-pyran-4-ol

Synonyms:(2S,4S,6S)-2-{(S)-3-[(2R,3S,6S)-6-(2-Benzyloxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-2-methoxy-propyl}-6-(2-triisopropylsilanyloxy-ethyl)-tetrahydro-pyran-4-ol

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Chemical Property of (2S,4S,6S)-2-{(S)-3-[(2R,3S,6S)-6-(2-Benzyloxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-2-methoxy-propyl}-6-(2-triisopropylsilanyloxy-ethyl)-tetrahydro-pyran-4-ol

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Technology Process of (2S,4S,6S)-2-{(S)-3-[(2R,3S,6S)-6-(2-Benzyloxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-2-methoxy-propyl}-6-(2-triisopropylsilanyloxy-ethyl)-tetrahydro-pyran-4-ol

There total 3 articles about (2S,4S,6S)-2-{(S)-3-[(2R,3S,6S)-6-(2-Benzyloxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-2-methoxy-propyl}-6-(2-triisopropylsilanyloxy-ethyl)-tetrahydro-pyran-4-ol 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: 82.0%

: 365404-60-0
(2R,6S)-2-{(S)-3-[(2R,3S,6S)-6-(2-Benzyloxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-2-methoxy-propyl}-6-(2-triisopropylsilanyloxy-ethyl)-tetrahydro-pyran-4-one

: 365404-62-2
(2S,4S,6S)-2-{(S)-3-[(2R,3S,6S)-6-(2-Benzyloxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-2-methoxy-propyl}-6-(2-triisopropylsilanyloxy-ethyl)-tetrahydro-pyran-4-ol

: (2S,4R,6S)-2-{(S)-3-[(2R,3S,6S)-6-(2-Benzyloxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-2-methoxy-propyl}-6-(2-triisopropylsilanyloxy-ethyl)-tetrahydro-pyran-4-ol

Guidance literature:: With L-Selectride; In tetrahydrofuran; at -90 - -60 ℃; for 0.75h;
DOI:10.1021/ja011377n

Reference yield:

: 1-[(2R,3S,6S)-6-(2-Benzyloxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-3-[(2S,6R)-4-methylene-6-(2-triisopropylsilanyloxy-ethyl)-tetrahydro-pyran-2-yl]-propan-2-ol

: 365404-62-2
(2S,4S,6S)-2-{(S)-3-[(2R,3S,6S)-6-(2-Benzyloxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-2-methoxy-propyl}-6-(2-triisopropylsilanyloxy-ethyl)-tetrahydro-pyran-4-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 79 percent / CH₂Cl₂ / 1.25 h

2.1: osmium tetroxide; 4-methylmorpholine-N-oxide / acetone; H₂O; 2-methyl-propan-2-ol / 13 h / 20 °C

2.2: 80 percent / sodium periodate / acetone; H₂O; 2-methyl-propan-2-ol / 1 h

3.1: 82 percent / L-Selectride / tetrahydrofuran / 0.75 h / -90 - -60 °C

With osmium(VIII) oxide; L-Selectride; 4-methylmorpholine N-oxide; In tetrahydrofuran; dichloromethane; water; acetone; tert-butyl alcohol;
DOI:10.1021/ja011377n

Reference yield:

: 365404-59-7
[2-((2R,6S)-6-{(S)-3-[(2R,3S,6S)-6-(2-Benzyloxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-2-methoxy-propyl}-4-methylene-tetrahydro-pyran-2-yl)-ethoxy]-triisopropyl-silane

: 365404-62-2
(2S,4S,6S)-2-{(S)-3-[(2R,3S,6S)-6-(2-Benzyloxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-2-methoxy-propyl}-6-(2-triisopropylsilanyloxy-ethyl)-tetrahydro-pyran-4-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: osmium tetroxide; 4-methylmorpholine-N-oxide / acetone; H₂O; 2-methyl-propan-2-ol / 13 h / 20 °C

1.2: 80 percent / sodium periodate / acetone; H₂O; 2-methyl-propan-2-ol / 1 h

2.1: 82 percent / L-Selectride / tetrahydrofuran / 0.75 h / -90 - -60 °C

With osmium(VIII) oxide; L-Selectride; 4-methylmorpholine N-oxide; In tetrahydrofuran; water; acetone; tert-butyl alcohol;
DOI:10.1021/ja011377n