(Z)-(2R,6R,7S,8R)-9-Benzyloxy-2,4,6,8-tetramethyl-7-triisopropylsilanyloxy-non-4-enethioic acid S-benzyl ester

Base Information

Chemical Name:(Z)-(2R,6R,7S,8R)-9-Benzyloxy-2,4,6,8-tetramethyl-7-triisopropylsilanyloxy-non-4-enethioic acid S-benzyl ester
CAS No.:153628-65-0
Molecular Formula:C₃₆H₅₆O₃SSi
Molecular Weight:596.99
Hs Code.:

Synonyms:(Z)-(2R,6R,7S,8R)-9-Benzyloxy-2,4,6,8-tetramethyl-7-triisopropylsilanyloxy-non-4-enethioic acid S-benzyl ester

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Chemical Property of (Z)-(2R,6R,7S,8R)-9-Benzyloxy-2,4,6,8-tetramethyl-7-triisopropylsilanyloxy-non-4-enethioic acid S-benzyl ester

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Technology Process of (Z)-(2R,6R,7S,8R)-9-Benzyloxy-2,4,6,8-tetramethyl-7-triisopropylsilanyloxy-non-4-enethioic acid S-benzyl ester

There total 14 articles about (Z)-(2R,6R,7S,8R)-9-Benzyloxy-2,4,6,8-tetramethyl-7-triisopropylsilanyloxy-non-4-enethioic acid S-benzyl 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: 81.0%

: 100-53-8
phenylmethanethiol

: 153628-64-9
(S)-4-Benzyl-3-((Z)-(2R,6R,7S,8R)-9-benzyloxy-2,4,6,8-tetramethyl-7-triisopropylsilanyloxy-non-4-enoyl)-oxazolidin-2-one

: 153628-65-0
(Z)-(2R,6R,7S,8R)-9-Benzyloxy-2,4,6,8-tetramethyl-7-triisopropylsilanyloxy-non-4-enethioic acid S-benzyl ester

Guidance literature:: With n-butyllithium;
DOI:10.1016/S0040-4039(00)61480-6

Reference yield:

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 153628-65-0
(Z)-(2R,6R,7S,8R)-9-Benzyloxy-2,4,6,8-tetramethyl-7-triisopropylsilanyloxy-non-4-enethioic acid S-benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / 2,6-lutidine

2: 96 percent / DIBAL-H / CH₂Cl₂

3: 92 percent / methyl triphenoxyphosphonium iodide

4: 90 percent / NaN(TMS)2 / tetrahydrofuran

5: 81 percent / n-BuLi

With 2,6-dimethylpyridine; n-butyllithium; methyltriphenoxyphosphonium iodide; sodium hexamethyldisilazane; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(00)61480-6

Reference yield:

: 79026-61-2
(R)-3-benzyloxy-2-methylpropanal

: 153628-65-0
(Z)-(2R,6R,7S,8R)-9-Benzyloxy-2,4,6,8-tetramethyl-7-triisopropylsilanyloxy-non-4-enethioic acid S-benzyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 94 percent / Sn(OTf)2, N(Et)3

2: 99 percent / DIBAL-H / CH₂Cl₂

3: LiOH, H₂O₂

4: NEt₃

5: NEt₃

6: 62 percent / Dibal-H / CH₂Cl₂

7: 91 percent / pyridine

8: 100 percent / 2,6-lutidine

9: 96 percent / DIBAL-H / CH₂Cl₂

10: 92 percent / methyl triphenoxyphosphonium iodide

11: 90 percent / NaN(TMS)2 / tetrahydrofuran

12: 81 percent / n-BuLi

With pyridine; 2,6-dimethylpyridine; lithium hydroxide; tin(II) trifluoromethanesulfonate; n-butyllithium; methyltriphenoxyphosphonium iodide; dihydrogen peroxide; sodium hexamethyldisilazane; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(00)61480-6