2(R)-<2-tert-butyldiphenylsiloxy-1(R)-methoxymethoxyethyl>-3(S)-methoxymethoxy-4,5-dihydro-6-trimethylethylenedithio-2H-pyran

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Chemical Name:2(R)-<2-tert-butyldiphenylsiloxy-1(R)-methoxymethoxyethyl>-3(S)-methoxymethoxy-4,5-dihydro-6-trimethylethylenedithio-2H-pyran
CAS No.:155343-76-3
Molecular Formula:C₃₀H₄₄O₆S₂Si
Molecular Weight:592.893
Hs Code.:

Synonyms:2(R)-<2-tert-butyldiphenylsiloxy-1(R)-methoxymethoxyethyl>-3(S)-methoxymethoxy-4,5-dihydro-6-trimethylethylenedithio-2H-pyran

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Chemical Property of 2(R)-<2-tert-butyldiphenylsiloxy-1(R)-methoxymethoxyethyl>-3(S)-methoxymethoxy-4,5-dihydro-6-trimethylethylenedithio-2H-pyran

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Technology Process of 2(R)-<2-tert-butyldiphenylsiloxy-1(R)-methoxymethoxyethyl>-3(S)-methoxymethoxy-4,5-dihydro-6-trimethylethylenedithio-2H-pyran

There total 9 articles about 2(R)-<2-tert-butyldiphenylsiloxy-1(R)-methoxymethoxyethyl>-3(S)-methoxymethoxy-4,5-dihydro-6-trimethylethylenedithio-2H-pyran 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:

: (S)-5-((R)-(R)-1,4-Dioxa-spiro[4.5]dec-2-yl-triethylsilanyloxy-methyl)-4-methoxymethoxy-5H-furan-2-one

: 155343-76-3
2(R)-<2-tert-butyldiphenylsiloxy-1(R)-methoxymethoxyethyl>-3(S)-methoxymethoxy-4,5-dihydro-6-trimethylethylenedithio-2H-pyran

Guidance literature:: Multi-step reaction with 9 steps

1: 98 percent / H₂, NaHCO₃ / 5percent Rh on alumina / ethyl acetate / 8 h / 5320 Torr

2: 100 percent / 2percent HCl / tetrahydrofuran / Ambient temperature

3: 97 percent / N,N-diisopropylethylamine / CH₂Cl₂ / Heating

4: 60percent aq. CF₃COOH / tetrahydrofuran / 1 h / 0 °C

5: NaIO₄ / diethyl ether; H₂O

6: NaBH₄ / methanol / 1 h / 0 °C

7: 92 percent / Et₃N, N,N-dimethylaminopyridine / CH₂Cl₂ / 2 h / Ambient temperature

8: 90 percent / DIBAL / tetrahydrofuran / 1 h / -78 °C

9: 1.) n-BuLi, 3.) D-camphor-10-sulfonic acid

With hydrogenchloride; dmap; sodium tetrahydroborate; sodium periodate; n-butyllithium; camphor-10-sulfonic acid; hydrogen; diisobutylaluminium hydride; sodium hydrogencarbonate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; rhodium on alumina; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; ethyl acetate;
DOI:10.1016/S0957-4166(00)86180-7

Reference yield:

: (S)-Methoxymethoxy-((2R,3S)-3-methoxymethoxy-5-oxo-tetrahydro-furan-2-yl)-acetaldehyde

: 155343-76-3
2(R)-<2-tert-butyldiphenylsiloxy-1(R)-methoxymethoxyethyl>-3(S)-methoxymethoxy-4,5-dihydro-6-trimethylethylenedithio-2H-pyran

Guidance literature:: Multi-step reaction with 4 steps

1: NaBH₄ / methanol / 1 h / 0 °C

2: 92 percent / Et₃N, N,N-dimethylaminopyridine / CH₂Cl₂ / 2 h / Ambient temperature

3: 90 percent / DIBAL / tetrahydrofuran / 1 h / -78 °C

4: 1.) n-BuLi, 3.) D-camphor-10-sulfonic acid

With dmap; sodium tetrahydroborate; n-butyllithium; camphor-10-sulfonic acid; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0957-4166(00)86180-7

Reference yield:

: 155343-73-0
(3S,5R,6R)-6-hydroxy-3,5-bis(methoxymethoxy)hexan-4-olide

: 155343-76-3
2(R)-<2-tert-butyldiphenylsiloxy-1(R)-methoxymethoxyethyl>-3(S)-methoxymethoxy-4,5-dihydro-6-trimethylethylenedithio-2H-pyran

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / Et₃N, N,N-dimethylaminopyridine / CH₂Cl₂ / 2 h / Ambient temperature

2: 90 percent / DIBAL / tetrahydrofuran / 1 h / -78 °C

3: 1.) n-BuLi, 3.) D-camphor-10-sulfonic acid

With dmap; n-butyllithium; camphor-10-sulfonic acid; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0957-4166(00)86180-7