tert-Butyl-{3-[(2R,3R,5S)-5-((1S,5R)-8,8-dimethoxy-1,5-dimethyl-octyl)-3-isopropyl-tetrahydro-furan-2-yl]-propoxy}-diphenyl-silane

Base Information

Chemical Name:tert-Butyl-{3-[(2R,3R,5S)-5-((1S,5R)-8,8-dimethoxy-1,5-dimethyl-octyl)-3-isopropyl-tetrahydro-furan-2-yl]-propoxy}-diphenyl-silane
CAS No.:503443-87-6
Molecular Formula:C₃₈H₆₂O₄Si
Molecular Weight:610.993
Hs Code.:

Synonyms:tert-Butyl-{3-[(2R,3R,5S)-5-((1S,5R)-8,8-dimethoxy-1,5-dimethyl-octyl)-3-isopropyl-tetrahydro-furan-2-yl]-propoxy}-diphenyl-silane

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Chemical Property of tert-Butyl-{3-[(2R,3R,5S)-5-((1S,5R)-8,8-dimethoxy-1,5-dimethyl-octyl)-3-isopropyl-tetrahydro-furan-2-yl]-propoxy}-diphenyl-silane

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Technology Process of tert-Butyl-{3-[(2R,3R,5S)-5-((1S,5R)-8,8-dimethoxy-1,5-dimethyl-octyl)-3-isopropyl-tetrahydro-furan-2-yl]-propoxy}-diphenyl-silane

There total 16 articles about tert-Butyl-{3-[(2R,3R,5S)-5-((1S,5R)-8,8-dimethoxy-1,5-dimethyl-octyl)-3-isopropyl-tetrahydro-furan-2-yl]-propoxy}-diphenyl-silane 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: 85.0%

: 124-63-0
methanesulfonyl chloride

: 503443-92-3
(4R,5R,7R,8S,12R)-4-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-5-isopropyl-15,15-dimethoxy-8,12-dimethyl-pentadecan-7-ol

: 503443-87-6
tert-Butyl-{3-[(2R,3R,5S)-5-((1S,5R)-8,8-dimethoxy-1,5-dimethyl-octyl)-3-isopropyl-tetrahydro-furan-2-yl]-propoxy}-diphenyl-silane

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 48h;
DOI:10.1016/S0040-4039(02)02608-4

Reference yield:

: 83458-91-7
(2E)-6-(benzyloxy)hex-2-en-1-ol

: 503443-87-6
tert-Butyl-{3-[(2R,3R,5S)-5-((1S,5R)-8,8-dimethoxy-1,5-dimethyl-octyl)-3-isopropyl-tetrahydro-furan-2-yl]-propoxy}-diphenyl-silane

Guidance literature:: Multi-step reaction with 12 steps

1.1: 90 percent / D-(-)-DIPT; Ti(O-i-Pr)4; TBHP / -20 °C

2.1: CuI / tetrahydrofuran / 1.5 h / -50 °C

2.2: 1 h / -78 °C

3.1: 80 percent / Bu₃P / pyridine

4.1: 75 percent / mCPBA / CH₂Cl₂

5.1: 97 percent / Pd/C / methanol

6.1: 92 percent / NEt₃; DMAP / CH₂Cl₂

7.1: 85 percent / Bu₄NI; NaH / tetrahydrofuran / 1 h / 20 °C

8.1: 88 percent / BuLi / tetrahydrofuran / -78 °C

9.1: pyridine; CH₂Cl₂

10.1: lithium naphtanilide / tetrahydrofuran / -78 °C

11.1: LiAlH₄ / diethyl ether

12.1: 85 percent / Et₃N / CH₂Cl₂ / 48 h / 20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; palladium on activated charcoal; copper(l) iodide; lithium aluminium tetrahydride; n-butyllithium; tributylphosphine; tetra-(n-butyl)ammonium iodide; sodium hydride; D-(-)-diisopropyl tartrate; lithium dihydronaphthylide radical; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; pyridine; methanol; diethyl ether; dichloromethane; 1.1: Sharpless asymmetric epoxidation / 9.1: Dess-Martin periodinane oxidation;
DOI:10.1016/S0040-4039(02)02608-4

Reference yield:

: 83458-92-8
((2R,3R)-3-(3-(benzyloxy)propyl)oxiran-2-yl)methanol

: 503443-87-6
tert-Butyl-{3-[(2R,3R,5S)-5-((1S,5R)-8,8-dimethoxy-1,5-dimethyl-octyl)-3-isopropyl-tetrahydro-furan-2-yl]-propoxy}-diphenyl-silane

Guidance literature:: Multi-step reaction with 11 steps

1.1: CuI / tetrahydrofuran / 1.5 h / -50 °C

1.2: 1 h / -78 °C

2.1: 80 percent / Bu₃P / pyridine

3.1: 75 percent / mCPBA / CH₂Cl₂

4.1: 97 percent / Pd/C / methanol

5.1: 92 percent / NEt₃; DMAP / CH₂Cl₂

6.1: 85 percent / Bu₄NI; NaH / tetrahydrofuran / 1 h / 20 °C

7.1: 88 percent / BuLi / tetrahydrofuran / -78 °C

8.1: pyridine; CH₂Cl₂

9.1: lithium naphtanilide / tetrahydrofuran / -78 °C

10.1: LiAlH₄ / diethyl ether

11.1: 85 percent / Et₃N / CH₂Cl₂ / 48 h / 20 °C

With dmap; palladium on activated charcoal; copper(l) iodide; lithium aluminium tetrahydride; n-butyllithium; tributylphosphine; tetra-(n-butyl)ammonium iodide; sodium hydride; lithium dihydronaphthylide radical; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; pyridine; methanol; diethyl ether; dichloromethane; 8.1: Dess-Martin periodinane oxidation;
DOI:10.1016/S0040-4039(02)02608-4