methanesulfonic acid 1-[2-benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-7-(2,2-dimethyl-[1,3]dioxolan-4-yl)-7-(4-methoxy-benzyloxy)-hept-3-ynyl ester

Base Information

Chemical Name:methanesulfonic acid 1-[2-benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-7-(2,2-dimethyl-[1,3]dioxolan-4-yl)-7-(4-methoxy-benzyloxy)-hept-3-ynyl ester
CAS No.:926653-36-3
Molecular Formula:C₃₆H₅₄O₉SSi
Molecular Weight:690.971
Hs Code.:

methanesulfonic acid 1-[2-benzyloxy-1-(<i>tert</i>-butyl-dimethyl-silanyloxy)-ethyl]-7-(2,2-dimethyl-[1,3]dioxolan-4-yl)-7-(4-methoxy-benzyloxy)-hept-3-ynyl ester

Synonyms:methanesulfonic acid 1-[2-benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-7-(2,2-dimethyl-[1,3]dioxolan-4-yl)-7-(4-methoxy-benzyloxy)-hept-3-ynyl ester

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Chemical Property of methanesulfonic acid 1-[2-benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-7-(2,2-dimethyl-[1,3]dioxolan-4-yl)-7-(4-methoxy-benzyloxy)-hept-3-ynyl ester

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Technology Process of methanesulfonic acid 1-[2-benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-7-(2,2-dimethyl-[1,3]dioxolan-4-yl)-7-(4-methoxy-benzyloxy)-hept-3-ynyl ester

There total 9 articles about methanesulfonic acid 1-[2-benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-7-(2,2-dimethyl-[1,3]dioxolan-4-yl)-7-(4-methoxy-benzyloxy)-hept-3-ynyl 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: 88.0%

: 926653-18-1
1-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-9-(2,2-dimethyl-[1,3]dioxolan-4-yl)-9-(4-methoxy-benzyloxy)-non-5-yn-3-ol

: 124-63-0
methanesulfonyl chloride

: 926653-36-3
methanesulfonic acid 1-[2-benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-7-(2,2-dimethyl-[1,3]dioxolan-4-yl)-7-(4-methoxy-benzyloxy)-hept-3-ynyl ester

Guidance literature:: With dmap; TEA; In dichloromethane; at 0 ℃;
DOI:10.1016/j.tetlet.2006.11.080

Reference yield:

: 84379-53-3
2-O-benzyl-3,4-O-isopropylidene-L-threitol

: 926653-36-3
methanesulfonic acid 1-[2-benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-7-(2,2-dimethyl-[1,3]dioxolan-4-yl)-7-(4-methoxy-benzyloxy)-hept-3-ynyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: pyridine; DMAP / CH₂Cl₂

2: H₂ / Pd(OH)2/C / ethyl acetate

3: TEA / CH₂Cl₂

4: K₂CO₃ / methanol; CH₂Cl₂

5: 77 percent / Mg; HgCl₂ / diethyl ether / -50 - -20 °C

6: 86 percent / NaH; n-Bu₄NI / tetrahydrofuran

7: 81 percent / n-BuLi; BF₃*OEt₂ / tetrahydrofuran / -78 °C

8: 88 percent / TEA; DMAP / CH₂Cl₂ / 0 °C

With pyridine; dmap; n-butyllithium; TEA; boron trifluoride diethyl etherate; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; magnesium; mercury dichloride; palladium dihydroxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; 7: Yamaguchi reaction;
DOI:10.1016/j.tetlet.2006.11.080

Reference yield:

: 94451-14-6
(2S,4'S)-2-Benzyloxy-2-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-ethyl acetate

: 926653-36-3
methanesulfonic acid 1-[2-benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-7-(2,2-dimethyl-[1,3]dioxolan-4-yl)-7-(4-methoxy-benzyloxy)-hept-3-ynyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: H₂ / Pd(OH)2/C / ethyl acetate

2: TEA / CH₂Cl₂

3: K₂CO₃ / methanol; CH₂Cl₂

4: 77 percent / Mg; HgCl₂ / diethyl ether / -50 - -20 °C

5: 86 percent / NaH; n-Bu₄NI / tetrahydrofuran

6: 81 percent / n-BuLi; BF₃*OEt₂ / tetrahydrofuran / -78 °C

7: 88 percent / TEA; DMAP / CH₂Cl₂ / 0 °C

With dmap; n-butyllithium; TEA; boron trifluoride diethyl etherate; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; magnesium; mercury dichloride; palladium dihydroxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; 6: Yamaguchi reaction;
DOI:10.1016/j.tetlet.2006.11.080