(2S,4R)-1-[(4R,6R)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-5-{(4S,6S)-6-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-2-((4R,5R)-2,2-dimethyl-4-pentyl-[1,3]dioxan-5-yl)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-pentane-2,4-diol

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Chemical Name:(2S,4R)-1-[(4R,6R)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-5-{(4S,6S)-6-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-2-((4R,5R)-2,2-dimethyl-4-pentyl-[1,3]dioxan-5-yl)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-pentane-2,4-diol
CAS No.:309755-06-4
Molecular Formula:C₄₅H₈₀O₁₀Si
Molecular Weight:809.21
Hs Code.:

(2S,4R)-1-[(4R,6R)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-5-{(4S,6S)-6-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-2-((4R,5R)-2,2-dimethyl-4-pentyl-[1,3]dioxan-5-yl)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-pentane-2,4-diol

Synonyms:(2S,4R)-1-[(4R,6R)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-5-{(4S,6S)-6-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-2-((4R,5R)-2,2-dimethyl-4-pentyl-[1,3]dioxan-5-yl)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-pentane-2,4-diol

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Chemical Property of (2S,4R)-1-[(4R,6R)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-5-{(4S,6S)-6-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-2-((4R,5R)-2,2-dimethyl-4-pentyl-[1,3]dioxan-5-yl)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-pentane-2,4-diol

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Technology Process of (2S,4R)-1-[(4R,6R)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-5-{(4S,6S)-6-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-2-((4R,5R)-2,2-dimethyl-4-pentyl-[1,3]dioxan-5-yl)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-pentane-2,4-diol

There total 9 articles about (2S,4R)-1-[(4R,6R)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-5-{(4S,6S)-6-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-2-((4R,5R)-2,2-dimethyl-4-pentyl-[1,3]dioxan-5-yl)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-pentane-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: 64.0%

: {1-[(4S,6R)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-ylmethyl]-vinyloxy}-trimethyl-silane

: 309755-10-0
{(4R,6S)-6-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-2-((4R,5R)-2,2-dimethyl-4-pentyl-[1,3]dioxan-5-yl)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-acetaldehyde

: 309755-06-4
(2S,4R)-1-[(4R,6R)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-5-{(4S,6S)-6-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-2-((4R,5R)-2,2-dimethyl-4-pentyl-[1,3]dioxan-5-yl)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-pentane-2,4-diol

Guidance literature:: With N-(p-toluenesulfonyl)-L-valine; (S)-oxazaborolidinone derived from BH₃*THF; In various solvent(s); at -78 ℃; for 5h;
DOI:10.1016/S0040-4039(00)01289-2

Reference yield:

: 177742-46-0
(4R,5R)-5-formyl-2,2-dimethyl-4-pentyl-1,3-dioxane

: 309755-06-4
(2S,4R)-1-[(4R,6R)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-5-{(4S,6S)-6-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-2-((4R,5R)-2,2-dimethyl-4-pentyl-[1,3]dioxan-5-yl)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-pentane-2,4-diol

Guidance literature:: Multi-step reaction with 9 steps

1: (S)-oxazaborolidinone derived from BH₃*THF, N-Ts-L-valine / CH₂Cl₂ / 3 h / -78 °C

2: 95 percent / dimethylformamide

3: 84 percent / DIBALH / CH₂Cl₂ / -78 - 20 °C

4: 78 percent / (COCl)2; DMSO

5: (S)-oxazaborolidinone derived from BH₃*THF, N-Ts-L-valine / CH₂Cl₂ / 6 h / -78 °C

6: 95 percent / Et₂BOMe; NaBH₄ / methanol

7: 95 percent / CSA / acetone

8: 85 percent / DIBALH / CH₂Cl₂ / -78 °C

9: 64 percent / (S)-oxazaborolidinone derived from BH₃*THF, N-Ts-L-valine / various solvent(s) / 5 h / -78 °C

With N-(p-toluenesulfonyl)-L-valine; sodium tetrahydroborate; oxalyl dichloride; (S)-oxazaborolidinone derived from BH₃*THF; camphor-10-sulfonic acid; diethyl methoxy borane; diisobutylaluminium hydride; dimethyl sulfoxide; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone; 1: aldol reaction / 2: Etherification / 3: Reduction / 4: Swern oxidation / 5: aldol reaction / 6: Reduction / 7: acetalization / 8: Reduction / 9: aldol reaction;
DOI:10.1016/S0040-4039(00)01289-2

Reference yield:

: 309754-99-2
(S)-3-(tert-Butyl-dimethyl-silanyloxy)-3-((4R,5R)-2,2-dimethyl-4-pentyl-[1,3]dioxan-5-yl)-propionaldehyde

: 309755-06-4
(2S,4R)-1-[(4R,6R)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-5-{(4S,6S)-6-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-2-((4R,5R)-2,2-dimethyl-4-pentyl-[1,3]dioxan-5-yl)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-pentane-2,4-diol

Guidance literature:: Multi-step reaction with 5 steps

1: (S)-oxazaborolidinone derived from BH₃*THF, N-Ts-L-valine / CH₂Cl₂ / 6 h / -78 °C

2: 95 percent / Et₂BOMe; NaBH₄ / methanol

3: 95 percent / CSA / acetone

4: 85 percent / DIBALH / CH₂Cl₂ / -78 °C

5: 64 percent / (S)-oxazaborolidinone derived from BH₃*THF, N-Ts-L-valine / various solvent(s) / 5 h / -78 °C

With N-(p-toluenesulfonyl)-L-valine; sodium tetrahydroborate; (S)-oxazaborolidinone derived from BH₃*THF; camphor-10-sulfonic acid; diethyl methoxy borane; diisobutylaluminium hydride; In methanol; dichloromethane; acetone; 1: aldol reaction / 2: Reduction / 3: acetalization / 4: Reduction / 5: aldol reaction;
DOI:10.1016/S0040-4039(00)01289-2