(5R,4S,6R)-4,6-dimethyl-7(S)-(benzyloxy)-1(S)-<(<(1,1-dimethylethyl)dimethylsilyl>oxy)methyl>-2,9-dioxabicyclo<3.3.1>nonane

Base Information

Chemical Name:(5R,4S,6R)-4,6-dimethyl-7(S)-(benzyloxy)-1(S)-<(<(1,1-dimethylethyl)dimethylsilyl>oxy)methyl>-2,9-dioxabicyclo<3.3.1>nonane
CAS No.:96056-21-2
Molecular Formula:C₂₃H₃₈O₄Si
Molecular Weight:406.638
Hs Code.:

Synonyms:(5R,4S,6R)-4,6-dimethyl-7(S)-(benzyloxy)-1(S)-<(<(1,1-dimethylethyl)dimethylsilyl>oxy)methyl>-2,9-dioxabicyclo<3.3.1>nonane

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Chemical Property of (5R,4S,6R)-4,6-dimethyl-7(S)-(benzyloxy)-1(S)-<(<(1,1-dimethylethyl)dimethylsilyl>oxy)methyl>-2,9-dioxabicyclo<3.3.1>nonane

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Technology Process of (5R,4S,6R)-4,6-dimethyl-7(S)-(benzyloxy)-1(S)-<(<(1,1-dimethylethyl)dimethylsilyl>oxy)methyl>-2,9-dioxabicyclo<3.3.1>nonane

There total 10 articles about (5R,4S,6R)-4,6-dimethyl-7(S)-(benzyloxy)-1(S)-<(<(1,1-dimethylethyl)dimethylsilyl>oxy)methyl>-2,9-dioxabicyclo<3.3.1>nonane 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: 97.0%

: 100-39-0
benzyl bromide

: 96056-20-1
(5R,4S,6R)-4,6-dimethyl-7(S)-hydroxy-1(S)-<(<(1,1-dimethylethyl)dimethylsilyl>oxy)methyl>-2,9-dioxabicyclo<3.3.1>nonane

: 96056-21-2
(5R,4S,6R)-4,6-dimethyl-7(S)-(benzyloxy)-1(S)-<(<(1,1-dimethylethyl)dimethylsilyl>oxy)methyl>-2,9-dioxabicyclo<3.3.1>nonane

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 0.166667h;
DOI:10.1021/ja00297a037

Reference yield:

: ((1aS,1bR,4S,4aR,5aR)-1b,4-Dimethyl-hexahydro-2,5-dioxa-cyclopropa[a]pentalen-5a-yl)-methanol

: 96056-21-2
(5R,4S,6R)-4,6-dimethyl-7(S)-(benzyloxy)-1(S)-<(<(1,1-dimethylethyl)dimethylsilyl>oxy)methyl>-2,9-dioxabicyclo<3.3.1>nonane

Guidance literature:: Multi-step reaction with 4 steps

1: HClO₄ (62percent) / acetonitrile / 0.5 h / Ambient temperature

2: 100 percent / CH₂Cl₂; pyridine / 16 h / Ambient temperature

3: 1.) BH₃; 2.) NaOH (15percent), H₂O₂ (30percent) / 1.) THF, 1 h, room temp; 2.) H₂O, 1 h, 55 deg C

4: 97 percent / t-BuOK / tetrahydrofuran / 0.17 h / 0 °C

With sodium hydroxide; perchloric acid; borane; potassium tert-butylate; dihydrogen peroxide; In tetrahydrofuran; pyridine; dichloromethane; acetonitrile;
DOI:10.1021/ja00297a037

Reference yield:

: 96056-19-8
(1R,2S,8S)-2,8-dimethyl-5(S)-<(<(1,1-dimethylethyl)dimethylsilyl>oxy)methyl>-6,9-dioxabicyclo<3.3.1>non-2-ene

: 96056-21-2
(5R,4S,6R)-4,6-dimethyl-7(S)-(benzyloxy)-1(S)-<(<(1,1-dimethylethyl)dimethylsilyl>oxy)methyl>-2,9-dioxabicyclo<3.3.1>nonane

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) BH₃; 2.) NaOH (15percent), H₂O₂ (30percent) / 1.) THF, 1 h, room temp; 2.) H₂O, 1 h, 55 deg C

2: 97 percent / t-BuOK / tetrahydrofuran / 0.17 h / 0 °C

With sodium hydroxide; borane; potassium tert-butylate; dihydrogen peroxide; In tetrahydrofuran;
DOI:10.1021/ja00297a037