[(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

Base Information

Chemical Name:[(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
CAS No.:200186-47-6
Molecular Formula:C₄₇H₇₄O₈S₂Si
Molecular Weight:859.317
Hs Code.:

[(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

Synonyms:[(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

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Chemical Property of [(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

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Technology Process of [(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

There total 13 articles about [(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 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: 99.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 200186-26-1
(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)-methanol

: 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

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 - 20 ℃; for 12h; Inert atmosphere;
DOI:10.1016/j.tet.2009.04.001

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 8 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

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; 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

: 200186-47-6
[(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

Guidance literature:: Multi-step reaction with 7 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

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