(4S,5R,6R)-7-tert-butyldiphenylsiloxy-4,6-bis(methoxymethoxy)heptan-5-olide

Base Information

Chemical Name:(4S,5R,6R)-7-tert-butyldiphenylsiloxy-4,6-bis(methoxymethoxy)heptan-5-olide
CAS No.:155343-77-4
Molecular Formula:C₂₇H₃₈O₇Si
Molecular Weight:502.68
Hs Code.:

Synonyms:(4S,5R,6R)-7-tert-butyldiphenylsiloxy-4,6-bis(methoxymethoxy)heptan-5-olide

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Chemical Property of (4S,5R,6R)-7-tert-butyldiphenylsiloxy-4,6-bis(methoxymethoxy)heptan-5-olide

Chemical Property:

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Technology Process of (4S,5R,6R)-7-tert-butyldiphenylsiloxy-4,6-bis(methoxymethoxy)heptan-5-olide

There total 10 articles about (4S,5R,6R)-7-tert-butyldiphenylsiloxy-4,6-bis(methoxymethoxy)heptan-5-olide 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: 100.0%

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

: 155343-77-4
(4S,5R,6R)-7-tert-butyldiphenylsiloxy-4,6-bis(methoxymethoxy)heptan-5-olide

Guidance literature:: With sodium periodate; In water; acetonitrile; at 0 ℃; for 0.5h;
DOI:10.1016/S0957-4166(00)86180-7

Reference yield:

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

: 155343-77-4
(4S,5R,6R)-7-tert-butyldiphenylsiloxy-4,6-bis(methoxymethoxy)heptan-5-olide

Guidance literature:: Multi-step reaction with 10 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

10: 100 percent / NaIO₄ / acetonitrile; H₂O / 0.5 h / 0 °C

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; acetonitrile;
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

: 155343-77-4
(4S,5R,6R)-7-tert-butyldiphenylsiloxy-4,6-bis(methoxymethoxy)heptan-5-olide

Guidance literature:: Multi-step reaction with 4 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

4: 100 percent / NaIO₄ / acetonitrile; H₂O / 0.5 h / 0 °C

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