(2S,3S,4R)-8-Benzyloxy-1-{2-[(S)-((2R,3R,4R,5S,6R)-4-benzyloxy-5-hydroxy-6-hydroxymethyl-3-methyl-tetrahydro-pyran-2-yl)-(tert-butyl-dimethyl-silanyloxy)-methyl]-[1,3]dithian-2-yl}-3-methyl-octane-2,4-diol

Base Information

Chemical Name:(2S,3S,4R)-8-Benzyloxy-1-{2-[(S)-((2R,3R,4R,5S,6R)-4-benzyloxy-5-hydroxy-6-hydroxymethyl-3-methyl-tetrahydro-pyran-2-yl)-(tert-butyl-dimethyl-silanyloxy)-methyl]-[1,3]dithian-2-yl}-3-methyl-octane-2,4-diol
CAS No.:200186-38-5
Molecular Formula:C₄₁H₆₆O₈S₂Si
Molecular Weight:779.188
Hs Code.:

(2S,3S,4R)-8-Benzyloxy-1-{2-[(S)-((2R,3R,4R,5S,6R)-4-benzyloxy-5-hydroxy-6-hydroxymethyl-3-methyl-tetrahydro-pyran-2-yl)-(tert-butyl-dimethyl-silanyloxy)-methyl]-[1,3]dithian-2-yl}-3-methyl-octane-2,4-diol

Synonyms:(2S,3S,4R)-8-Benzyloxy-1-{2-[(S)-((2R,3R,4R,5S,6R)-4-benzyloxy-5-hydroxy-6-hydroxymethyl-3-methyl-tetrahydro-pyran-2-yl)-(tert-butyl-dimethyl-silanyloxy)-methyl]-[1,3]dithian-2-yl}-3-methyl-octane-2,4-diol

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Chemical Property of (2S,3S,4R)-8-Benzyloxy-1-{2-[(S)-((2R,3R,4R,5S,6R)-4-benzyloxy-5-hydroxy-6-hydroxymethyl-3-methyl-tetrahydro-pyran-2-yl)-(tert-butyl-dimethyl-silanyloxy)-methyl]-[1,3]dithian-2-yl}-3-methyl-octane-2,4-diol

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Technology Process of (2S,3S,4R)-8-Benzyloxy-1-{2-[(S)-((2R,3R,4R,5S,6R)-4-benzyloxy-5-hydroxy-6-hydroxymethyl-3-methyl-tetrahydro-pyran-2-yl)-(tert-butyl-dimethyl-silanyloxy)-methyl]-[1,3]dithian-2-yl}-3-methyl-octane-2,4-diol

There total 13 articles about (2S,3S,4R)-8-Benzyloxy-1-{2-[(S)-((2R,3R,4R,5S,6R)-4-benzyloxy-5-hydroxy-6-hydroxymethyl-3-methyl-tetrahydro-pyran-2-yl)-(tert-butyl-dimethyl-silanyloxy)-methyl]-[1,3]dithian-2-yl}-3-methyl-octane-2,4-diol 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: 88.0%

: 200186-47-6
[(S)-{2-[(4S,5S,6R)-6-(4-Benzyloxy-butyl)-2,2,5-trimethyl-[1,3]dioxan-4-ylmethyl]-[1,3]dithian-2-yl}-((4aR,6R,7R,8R,8aS)-8-benzyloxy-2,2,7-trimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-methoxy]-tert-butyl-dimethyl-silane

: 200186-38-5
(2S,3S,4R)-8-Benzyloxy-1-{2-[(S)-((2R,3R,4R,5S,6R)-4-benzyloxy-5-hydroxy-6-hydroxymethyl-3-methyl-tetrahydro-pyran-2-yl)-(tert-butyl-dimethyl-silanyloxy)-methyl]-[1,3]dithian-2-yl}-3-methyl-octane-2,4-diol

Guidance literature:: With trifluoroacetic acid; In dichloromethane; water; at -10 ℃;
DOI:10.1016/S0040-4039(97)10499-3

Reference yield:

: 78999-24-3
5-benzyloxy-1-pentanal

: 200186-38-5
(2S,3S,4R)-8-Benzyloxy-1-{2-[(S)-((2R,3R,4R,5S,6R)-4-benzyloxy-5-hydroxy-6-hydroxymethyl-3-methyl-tetrahydro-pyran-2-yl)-(tert-butyl-dimethyl-silanyloxy)-methyl]-[1,3]dithian-2-yl}-3-methyl-octane-2,4-diol

Guidance literature:: Multi-step reaction with 9 steps

1: 2.) BF₃*OEt₂; 2.) NaOH, H₂O₂ / 1.) -78 deg C

2: 89 percent / NaHMDS / tetrahydrofuran / 0 °C

3: IBr / toluene / -78 °C

4: K₂CO₃ / H₂O

5: 80 percent / n-BuLi, HMPA / tetrahydrofuran / -50 °C

6: 92 percent / PPTs / CH₂Cl₂

7: n-BuLi, HMPA / diethyl ether / -50 °C

8: 98 percent / 2,6-lutidine / CH₂Cl₂

9: 88 percent / TFA / CH₂Cl₂; H₂O / -10 °C

With 2,6-dimethylpyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; n-butyllithium; boron trifluoride diethyl etherate; dihydrogen peroxide; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; iodine(I) bromide; potassium carbonate; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; dichloromethane; water; toluene;
DOI:10.1016/S0040-4039(97)10499-3

Reference yield:

: 200186-29-4
(3R,4R)-8-Benzyloxy-3-methyl-oct-1-en-4-ol

: 200186-38-5
(2S,3S,4R)-8-Benzyloxy-1-{2-[(S)-((2R,3R,4R,5S,6R)-4-benzyloxy-5-hydroxy-6-hydroxymethyl-3-methyl-tetrahydro-pyran-2-yl)-(tert-butyl-dimethyl-silanyloxy)-methyl]-[1,3]dithian-2-yl}-3-methyl-octane-2,4-diol

Guidance literature:: Multi-step reaction with 8 steps

1: 89 percent / NaHMDS / tetrahydrofuran / 0 °C

2: IBr / toluene / -78 °C

3: K₂CO₃ / H₂O

4: 80 percent / n-BuLi, HMPA / tetrahydrofuran / -50 °C

5: 92 percent / PPTs / CH₂Cl₂

6: n-BuLi, HMPA / diethyl ether / -50 °C

7: 98 percent / 2,6-lutidine / CH₂Cl₂

8: 88 percent / TFA / CH₂Cl₂; H₂O / -10 °C

With 2,6-dimethylpyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; iodine(I) bromide; potassium carbonate; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; dichloromethane; water; toluene;
DOI:10.1016/S0040-4039(97)10499-3