Chloro-methanesulfonic acid (2R,4S,5R)-5-[(1S,2R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-pent-4-enyloxy]-2-phenyl-[1,3]dioxan-4-ylmethyl ester

Base Information

Chemical Name:Chloro-methanesulfonic acid (2R,4S,5R)-5-[(1S,2R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-pent-4-enyloxy]-2-phenyl-[1,3]dioxan-4-ylmethyl ester
CAS No.:475641-84-0
Molecular Formula:C₃₀H₅₃ClO₈SSi₂
Molecular Weight:665.436
Hs Code.:

Chloro-methanesulfonic acid (2R,4S,5R)-5-[(1S,2R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-pent-4-enyloxy]-2-phenyl-[1,3]dioxan-4-ylmethyl ester

Synonyms:Chloro-methanesulfonic acid (2R,4S,5R)-5-[(1S,2R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-pent-4-enyloxy]-2-phenyl-[1,3]dioxan-4-ylmethyl ester

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Chemical Property of Chloro-methanesulfonic acid (2R,4S,5R)-5-[(1S,2R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-pent-4-enyloxy]-2-phenyl-[1,3]dioxan-4-ylmethyl ester

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Technology Process of Chloro-methanesulfonic acid (2R,4S,5R)-5-[(1S,2R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-pent-4-enyloxy]-2-phenyl-[1,3]dioxan-4-ylmethyl ester

There total 15 articles about Chloro-methanesulfonic acid (2R,4S,5R)-5-[(1S,2R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-pent-4-enyloxy]-2-phenyl-[1,3]dioxan-4-ylmethyl ester 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:

: 69739-34-0
t-butyldimethylsiyl triflate

: Chloro-methanesulfonic acid (2R,4S,5R)-5-((1S,2R)-2-hydroxy-1-hydroxymethyl-pent-4-enyloxy)-2-phenyl-[1,3]dioxan-4-ylmethyl ester

: 475641-84-0
Chloro-methanesulfonic acid (2R,4S,5R)-5-[(1S,2R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-pent-4-enyloxy]-2-phenyl-[1,3]dioxan-4-ylmethyl ester

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 21 - 25 ℃;
DOI:10.1055/s-2002-33527

Reference yield:

: 83938-00-5
((2R,3S,6S)-3-acetoxy-6-cyano-3,6-dihydro-2H-pyran-2-yl)methyl acetate

: 475641-84-0
Chloro-methanesulfonic acid (2R,4S,5R)-5-[(1S,2R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-pent-4-enyloxy]-2-phenyl-[1,3]dioxan-4-ylmethyl ester

Guidance literature:: Multi-step reaction with 14 steps

1: Amberlyst 15 / methanol / 24 h / Heating

2: Amberlyst 15 / CHCl₃ / 22.5 h

3: 100 percent / aq. OsO₄; NMO / dioxane / 96 h / 20 °C

4: 100 percent / 2,6-lutidine / CH₂Cl₂ / 72 h / 0 - 22 °C

5: DIBALH / CH₂Cl₂ / 0.2 h / -78 °C

6: aq. HCl / CH₂Cl₂ / 16 h / 22 °C

7: 79 percent / CH₂Cl₂ / 3.83 h / -78 - -20 °C

8: 95 percent / TBAF / tetrahydrofuran / 22 °C

9: aq. NaIO₄ / dioxane / 22 °C

10: NaBH₄ / methanol / 0 °C

11: 98 percent / benzene / Heating

12: 98 percent / 2,6-lutidine / CH₂Cl₂ / 21 - 23 °C

13: aq. H₂O₂ / ethyl acetate / 2 h / 21 - 23 °C

14: 2,6-lutidine / CH₂Cl₂ / 21 - 25 °C

With 2,6-dimethylpyridine; hydrogenchloride; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; Amberlyst 15; tetrabutyl ammonium fluoride; dihydrogen peroxide; diisobutylaluminium hydride; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; chloroform; ethyl acetate; benzene;
DOI:10.1055/s-2002-33527

Reference yield:

: 88180-36-3
2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl cyanide

: 475641-84-0
Chloro-methanesulfonic acid (2R,4S,5R)-5-[(1S,2R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-pent-4-enyloxy]-2-phenyl-[1,3]dioxan-4-ylmethyl ester

Guidance literature:: Multi-step reaction with 13 steps

1: Amberlyst 15 / CHCl₃ / 22.5 h

2: 100 percent / aq. OsO₄; NMO / dioxane / 96 h / 20 °C

3: 100 percent / 2,6-lutidine / CH₂Cl₂ / 72 h / 0 - 22 °C

4: DIBALH / CH₂Cl₂ / 0.2 h / -78 °C

5: aq. HCl / CH₂Cl₂ / 16 h / 22 °C

6: 79 percent / CH₂Cl₂ / 3.83 h / -78 - -20 °C

7: 95 percent / TBAF / tetrahydrofuran / 22 °C

8: aq. NaIO₄ / dioxane / 22 °C

9: NaBH₄ / methanol / 0 °C

10: 98 percent / benzene / Heating

11: 98 percent / 2,6-lutidine / CH₂Cl₂ / 21 - 23 °C

12: aq. H₂O₂ / ethyl acetate / 2 h / 21 - 23 °C

13: 2,6-lutidine / CH₂Cl₂ / 21 - 25 °C

With 2,6-dimethylpyridine; hydrogenchloride; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; Amberlyst 15; tetrabutyl ammonium fluoride; dihydrogen peroxide; diisobutylaluminium hydride; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; chloroform; ethyl acetate; benzene;
DOI:10.1055/s-2002-33527