(2S,3S,4R,4aR,10aR)-2-Allyl-3-allyloxy-4-benzyloxy-6,6,8,8-tetraisopropyl-hexahydro-1,5,7,9-tetraoxa-6,8-disila-benzocyclooctene

Base Information

Chemical Name:(2S,3S,4R,4aR,10aR)-2-Allyl-3-allyloxy-4-benzyloxy-6,6,8,8-tetraisopropyl-hexahydro-1,5,7,9-tetraoxa-6,8-disila-benzocyclooctene
CAS No.:244770-80-7
Molecular Formula:C₃₁H₅₂O₆Si₂
Molecular Weight:576.921
Hs Code.:

Synonyms:(2S,3S,4R,4aR,10aR)-2-Allyl-3-allyloxy-4-benzyloxy-6,6,8,8-tetraisopropyl-hexahydro-1,5,7,9-tetraoxa-6,8-disila-benzocyclooctene

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Chemical Property of (2S,3S,4R,4aR,10aR)-2-Allyl-3-allyloxy-4-benzyloxy-6,6,8,8-tetraisopropyl-hexahydro-1,5,7,9-tetraoxa-6,8-disila-benzocyclooctene

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Technology Process of (2S,3S,4R,4aR,10aR)-2-Allyl-3-allyloxy-4-benzyloxy-6,6,8,8-tetraisopropyl-hexahydro-1,5,7,9-tetraoxa-6,8-disila-benzocyclooctene

There total 7 articles about (2S,3S,4R,4aR,10aR)-2-Allyl-3-allyloxy-4-benzyloxy-6,6,8,8-tetraisopropyl-hexahydro-1,5,7,9-tetraoxa-6,8-disila-benzocyclooctene 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: 93.0%

: 106-95-6
allyl bromide

: 244770-79-4
(2S,3S,4R,4aR,10aR)-2-Allyl-4-benzyloxy-6,6,8,8-tetraisopropyl-hexahydro-1,5,7,9-tetraoxa-6,8-disila-benzocycloocten-3-ol

: 244770-80-7
(2S,3S,4R,4aR,10aR)-2-Allyl-3-allyloxy-4-benzyloxy-6,6,8,8-tetraisopropyl-hexahydro-1,5,7,9-tetraoxa-6,8-disila-benzocyclooctene

Guidance literature:: With sodium hydride; at 0 - 20 ℃;
DOI:10.1039/a903063h

Reference yield:

: 13265-84-4
D-glucal

: 244770-80-7
(2S,3S,4R,4aR,10aR)-2-Allyl-3-allyloxy-4-benzyloxy-6,6,8,8-tetraisopropyl-hexahydro-1,5,7,9-tetraoxa-6,8-disila-benzocyclooctene

Guidance literature:: Multi-step reaction with 6 steps

1: pyridine

2: NaH / dimethylformamide / 0 - 20 °C

3: NBS; H₂O / tetrahydrofuran

4: KHMDS; 18-crown-6 / toluene / 4 h / -75 - 0 °C

5: 0 - 20 °C

6: 93 percent / NaH / 0 - 20 °C

With pyridine; N-Bromosuccinimide; 18-crown-6 ether; water; potassium hexamethylsilazane; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; 1: Cyclization / 2: Etherification / 3: Addition / 4: Dehydrobromination / 5: Addition / 6: Etherification;
DOI:10.1039/a903063h

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

: 244770-80-7
(2S,3S,4R,4aR,10aR)-2-Allyl-3-allyloxy-4-benzyloxy-6,6,8,8-tetraisopropyl-hexahydro-1,5,7,9-tetraoxa-6,8-disila-benzocyclooctene

Guidance literature:: Multi-step reaction with 5 steps

1: NaH / dimethylformamide / 0 - 20 °C

2: NBS; H₂O / tetrahydrofuran

3: KHMDS; 18-crown-6 / toluene / 4 h / -75 - 0 °C

4: 0 - 20 °C

5: 93 percent / NaH / 0 - 20 °C

With N-Bromosuccinimide; 18-crown-6 ether; water; potassium hexamethylsilazane; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; 1: Etherification / 2: Addition / 3: Dehydrobromination / 4: Addition / 5: Etherification;
DOI:10.1039/a903063h