<2R,2(1S,2(2S,3R,4S,6R,8S,8(2R),9S),4S>-2-<2-<3,9-dimethyl-4-<(2,2,2-trichloroethoxy)methoxy>-8-<2-<<(1-methylethyl)diethylsilyl>oxy>but-1-yl>-1,7-dioxaspiro<5.5>undecan-2-yl>-1-<(4-methoxyphenyl)methoxy>eth-1-yl>-4-methyl-5-<<(1,1-dimethylethyl)dime...

Base Information

• Chemical Name: <2R,2(1S,2(2S,3R,4S,6R,8S,8(2R),9S),4S>-2-<2-<3,9-dimethyl-4-<(2,2,2-trichloroethoxy)methoxy>-8-<2-<<(1-methylethyl)diethylsilyl>oxy>but-1-yl>-1,7-dioxaspiro<5.5>undecan-2-yl>-1-<(4-methoxyphenyl)methoxy>eth-1-yl>-4-methyl-5-<<(1,1-dimethylethyl)dime...
• CAS No.: 129986-14-7
• Molecular Formula: C₄₇H₈₅Cl₃O₉Si₂
• Molecular Weight: 956.716

Synonyms:<2R,2(1S,2(2S,3R,4S,6R,8S,8(2R),9S),4S>-2-<2-<3,9-dimethyl-4-<(2,2,2-trichloroethoxy)methoxy>-8-<2-<<(1-methylethyl)diethylsilyl>oxy>but-1-yl>-1,7-dioxaspiro<5.5>undecan-2-yl>-1-<(4-methoxyphenyl)methoxy>eth-1-yl>-4-methyl-5-<<(1,1-dimethylethyl)dime...

Chemical Property of <2R,2(1S,2(2S,3R,4S,6R,8S,8(2R),9S),4S>-2-<2-<3,9-dimethyl-4-<(2,2,2-trichloroethoxy)methoxy>-8-<2-<<(1-methylethyl)diethylsilyl>oxy>but-1-yl>-1,7-dioxaspiro<5.5>undecan-2-yl>-1-<(4-methoxyphenyl)methoxy>eth-1-yl>-4-methyl-5-<<(1,1-dimethylethyl)dime...

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Technology Process of <2R,2(1S,2(2S,3R,4S,6R,8S,8(2R),9S),4S>-2-<2-<3,9-dimethyl-4-<(2,2,2-trichloroethoxy)methoxy>-8-<2-<<(1-methylethyl)diethylsilyl>oxy>but-1-yl>-1,7-dioxaspiro<5.5>undecan-2-yl>-1-<(4-methoxyphenyl)methoxy>eth-1-yl>-4-methyl-5-<<(1,1-dimethylethyl)dime...

There total 18 articles about <2R,2(1S,2(2S,3R,4S,6R,8S,8(2R),9S),4S>-2-<2-<3,9-dimethyl-4-<(2,2,2-trichloroethoxy)methoxy>-8-<2-<<(1-methylethyl)diethylsilyl>oxy>but-1-yl>-1,7-dioxaspiro<5.5>undecan-2-yl>-1-<(4-methoxyphenyl)methoxy>eth-1-yl>-4-methyl-5-<<(1,1-dimethylethyl)dime... 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: 95.0%

<2R,2(1S,3R,4S,6R,8S,8(2R),9S),4S>-2-<2-<3,9-dimethyl-4-<(2,2,2-trichloroethoxy)methoxy>-8-<2-<<(1-methylethyl)diethylsilyl>oxy>but-1-yl>-1,7-dioxaspiro<5.5>undecan-2-yl>-1-<(4-methoxyphenyl)methoxy>eth-1-yl>-4-methyl-5-<<(1,1-dimethylethyl)dimethyls... (129986-13-6) → <2R,2(1S,2(2S,3R,4S,6R,8S,8(2R),9S),4S>-2-<2-<3,9-dimethyl-4-<(2,2,2-trichloroethoxy)methoxy>-8-<2-<<(1-methylethyl)diethylsilyl>oxy>but-1-yl>-1,7-dioxaspiro<5.5>undecan-2-yl>-1-<(4-methoxyphenyl)methoxy>eth-1-yl>-4-methyl-5-<<(1,1-dimethylethyl)dime... (129986-14-7)

Guidance literature:

With sodium tetrahydroborate; In ethanol; for 0.416667h; Ambient temperature;

DOI:10.1021/ja00175a038

Reference yield:

chlorodiethylisopropylsilane (107149-56-4) → <2R,2(1S,2(2S,3R,4S,6R,8S,8(2R),9S),4S>-2-<2-<3,9-dimethyl-4-<(2,2,2-trichloroethoxy)methoxy>-8-<2-<<(1-methylethyl)diethylsilyl>oxy>but-1-yl>-1,7-dioxaspiro<5.5>undecan-2-yl>-1-<(4-methoxyphenyl)methoxy>eth-1-yl>-4-methyl-5-<<(1,1-dimethylethyl)dime... (129986-14-7)

Guidance literature:

Multi-step reaction with 10 steps

1: 98 percent / imidazole / CH₂Cl₂ / 2.6 h / Ambient temperature

2: 98 percent / SmI₂/i-PrOH / tetrahydrofuran / 3 h / 23 °C

3: 97 percent / 1,8-bis(dimethylamino)naphthalene / acetonitrile / 18.5 h / Ambient temperature

4: 94 percent / water, 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) / CH₂Cl₂ / 1.1 h / 8 °C

5: 94 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 0.5 h / -78 °C

7: 1.) Me₃Al / 1.) THF, toluene, RT, 15 min, 2.) 0 deg C, 2.5 h

8: 57 percent / trifluoromethanesulfonic acid / cyclohexane; CCl₄; diethyl ether / 24 h / 25 °C

9: 92 percent / DIBAlH / tetrahydrofuran / 1.1 h

10: 95 percent / NaBH₄ / ethanol / 0.42 h / Ambient temperature

With 1H-imidazole; sodium tetrahydroborate; samarium diiodide; oxalyl dichloride; trifluorormethanesulfonic acid; water; trimethylaluminum; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; diisobutylaluminium hydride; dimethyl sulfoxide; isopropyl alcohol; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; tetrachloromethane; diethyl ether; ethanol; dichloromethane; cyclohexane; acetonitrile;

DOI:10.1021/ja00175a038

Reference yield:

<4S>-4-methyl-5-<<(1,1-dimethylethyl)dimethylsilyl>oxy>pentanoic acid (129985-89-3) → <2R,2(1S,2(2S,3R,4S,6R,8S,8(2R),9S),4S>-2-<2-<3,9-dimethyl-4-<(2,2,2-trichloroethoxy)methoxy>-8-<2-<<(1-methylethyl)diethylsilyl>oxy>but-1-yl>-1,7-dioxaspiro<5.5>undecan-2-yl>-1-<(4-methoxyphenyl)methoxy>eth-1-yl>-4-methyl-5-<<(1,1-dimethylethyl)dime... (129986-14-7)

Guidance literature:

Multi-step reaction with 7 steps

1: Et₃N / diethyl ether / 1.5 h / -78 - 0 °C

2: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 10 min, 2.) a) -70 deg C, 15 min, b) 0 deg C, 30 min

4: 1.) Me₃Al / 1.) THF, toluene, RT, 15 min, 2.) 0 deg C, 2.5 h

5: 57 percent / trifluoromethanesulfonic acid / cyclohexane; CCl₄; diethyl ether / 24 h / 25 °C

6: 92 percent / DIBAlH / tetrahydrofuran / 1.1 h

7: 95 percent / NaBH₄ / ethanol / 0.42 h / Ambient temperature

With sodium tetrahydroborate; n-butyllithium; trifluorormethanesulfonic acid; trimethylaluminum; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; tetrachloromethane; diethyl ether; ethanol; cyclohexane;

DOI:10.1021/ja00175a038

upstream raw materials:

<2R,2(1S,3R,4S,6R,8S,8(2R),9S),4S>-2-<2-<3,9-dimethyl-4-<(2,2,2-trichloroethoxy)methoxy>-8-<2-<<(1-methylethyl)diethylsilyl>oxy>but-1-yl>-1,7-dioxaspiro<5.5>undecan-2-yl>-1-<(4-methoxyphenyl)methoxy>eth-1-yl>-4-methyl-5-<<(1,1-dimethylethyl)dimethyls...

chlorodiethylisopropylsilane

(4S)-5-{[(tert-butyl)dimethylsilyl]oxy}-4-methylpentan-1-ol

(S)-tert-butyldimethyl((2-methylpent-4-en-1-yl)oxy)silane

Downstream raw materials:

<2R,2(1S,2(2S,3R,4S,6R,8S,8(2R),9S)),4S>-<<2-<2-<3,9-dimethyl-4-<(2,2,2-trichloroethoxy)methoxy>-8-<2-<<(1-methylethyl)diethylsilyl>oxy>but-1-yl>-1,7-dioxaspiro<5.5>undecan-2-yl>-1-<(4-methoxyphenyl)methoxy>eth-1-yl>-4-methyl-5-<<(1,1-dimethylethyl)d...

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