(1R,3S,4S,4aR,9aR)-3-Allyl-6,6,8,8-tetraisopropyl-1-(4-methoxy-benzyloxymethyl)-tetrahydro-2,5,7,9-tetraoxa-6,8-disila-benzocyclohepten-4-ol

Base Information

Chemical Name:(1R,3S,4S,4aR,9aR)-3-Allyl-6,6,8,8-tetraisopropyl-1-(4-methoxy-benzyloxymethyl)-tetrahydro-2,5,7,9-tetraoxa-6,8-disila-benzocyclohepten-4-ol
CAS No.:365569-76-2
Molecular Formula:C₂₉H₅₀O₇Si₂
Molecular Weight:566.883
Hs Code.:

Synonyms:(1R,3S,4S,4aR,9aR)-3-Allyl-6,6,8,8-tetraisopropyl-1-(4-methoxy-benzyloxymethyl)-tetrahydro-2,5,7,9-tetraoxa-6,8-disila-benzocyclohepten-4-ol

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Chemical Property of (1R,3S,4S,4aR,9aR)-3-Allyl-6,6,8,8-tetraisopropyl-1-(4-methoxy-benzyloxymethyl)-tetrahydro-2,5,7,9-tetraoxa-6,8-disila-benzocyclohepten-4-ol

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Technology Process of (1R,3S,4S,4aR,9aR)-3-Allyl-6,6,8,8-tetraisopropyl-1-(4-methoxy-benzyloxymethyl)-tetrahydro-2,5,7,9-tetraoxa-6,8-disila-benzocyclohepten-4-ol

There total 4 articles about (1R,3S,4S,4aR,9aR)-3-Allyl-6,6,8,8-tetraisopropyl-1-(4-methoxy-benzyloxymethyl)-tetrahydro-2,5,7,9-tetraoxa-6,8-disila-benzocyclohepten-4-ol 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: 33.0%

: (1R,4aR,9aR)-6,6,8,8-Tetraisopropyl-1-(4-methoxy-benzyloxymethyl)-tetrahydro-2,5,7,9-tetraoxa-6,8-disila-benzocycloheptene

: 1730-25-2
allylmagnesium bromide

: 365569-76-2
(1R,3S,4S,4aR,9aR)-3-Allyl-6,6,8,8-tetraisopropyl-1-(4-methoxy-benzyloxymethyl)-tetrahydro-2,5,7,9-tetraoxa-6,8-disila-benzocyclohepten-4-ol

Guidance literature:: (1R,4aR,9aR)-6,6,8,8-Tetraisopropyl-1-(4-methoxy-benzyloxymethyl)-tetrahydro-2,5,7,9-tetraoxa-6,8-disila-benzocycloheptene; With N-Bromosuccinimide; In tetrahydrofuran; water;

With 18-crown-6 ether; potassium hexamethylsilazane; In toluene; at -78 ℃; for 11h;

allylmagnesium bromide; In toluene; at -20 - 20 ℃;
DOI:10.1016/S0960-894X(01)00358-4

Reference yield:

: 13265-84-4
D-glucal

: 365569-76-2
(1R,3S,4S,4aR,9aR)-3-Allyl-6,6,8,8-tetraisopropyl-1-(4-methoxy-benzyloxymethyl)-tetrahydro-2,5,7,9-tetraoxa-6,8-disila-benzocyclohepten-4-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine

2.1: NaH / tetrahydrofuran; dimethylformamide / 1 h / 0 °C

2.2: 42 percent / tetrahydrofuran; dimethylformamide / 0 - 20 °C

3.1: N-bromosuccinimide / tetrahydrofuran; H₂O

3.2: K[N(SiMe₃)2]; 18-crown-6 / toluene / 11 h / -78 °C

3.3: 33 percent / toluene / -20 - 20 °C

With pyridine; N-Bromosuccinimide; sodium hydride; In tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(01)00358-4

Reference yield:

: 365569-74-0
(4R,4aS,10aR)-6,6,8,8-Tetraisopropyl-4,4a,10,10a-tetrahydro-1,5,7,9-tetraoxa-6,8-disila-benzocycloocten-4-ol

: 365569-76-2
(1R,3S,4S,4aR,9aR)-3-Allyl-6,6,8,8-tetraisopropyl-1-(4-methoxy-benzyloxymethyl)-tetrahydro-2,5,7,9-tetraoxa-6,8-disila-benzocyclohepten-4-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH / tetrahydrofuran; dimethylformamide / 1 h / 0 °C

1.2: 42 percent / tetrahydrofuran; dimethylformamide / 0 - 20 °C

2.1: N-bromosuccinimide / tetrahydrofuran; H₂O

2.2: K[N(SiMe₃)2]; 18-crown-6 / toluene / 11 h / -78 °C

2.3: 33 percent / toluene / -20 - 20 °C

With N-Bromosuccinimide; sodium hydride; In tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(01)00358-4