(6S)-1-triethylsilyloxy-4,4-S-S-propylidene-6-hydroxy-9-benzyloxy-nonane

Base Information

Chemical Name:(6S)-1-triethylsilyloxy-4,4-S-S-propylidene-6-hydroxy-9-benzyloxy-nonane
CAS No.:404936-41-0
Molecular Formula:C₂₅H₄₄O₃S₂Si
Molecular Weight:484.84
Hs Code.:

Synonyms:(6S)-1-triethylsilyloxy-4,4-S-S-propylidene-6-hydroxy-9-benzyloxy-nonane

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (6S)-1-triethylsilyloxy-4,4-S-S-propylidene-6-hydroxy-9-benzyloxy-nonane

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Technology Process of (6S)-1-triethylsilyloxy-4,4-S-S-propylidene-6-hydroxy-9-benzyloxy-nonane

There total 8 articles about (6S)-1-triethylsilyloxy-4,4-S-S-propylidene-6-hydroxy-9-benzyloxy-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: 89.0%

: 158110-04-4
(2S)-1,2-epoxy-5-benzyloxy-pentane

: 404936-40-9
1-triethylsilyloxy-3-(1,3-dithian-2-yl)propane

: 404936-41-0
(6S)-1-triethylsilyloxy-4,4-S-S-propylidene-6-hydroxy-9-benzyloxy-nonane

Guidance literature:: 1-triethylsilyloxy-3-(1,3-dithian-2-yl)propane; With N,N,N,N,-tetramethylethylenediamine; tert.-butyl lithium; In tetrahydrofuran; pentane; at -20 ℃; for 3h;

(2S)-1,2-epoxy-5-benzyloxy-pentane; In tetrahydrofuran; pentane; at -20 ℃; for 2h; Further stages.;
DOI:10.1021/ol017261d

Reference yield:

: 4344-84-7,21461-84-7,53558-93-3,83829-70-3
5-oxo-tetrahydro-furan-2-carboxylic acid

: 404936-41-0
(6S)-1-triethylsilyloxy-4,4-S-S-propylidene-6-hydroxy-9-benzyloxy-nonane

Guidance literature:: Multi-step reaction with 6 steps

1.1: 70 percent / LiAlH₄ / tetrahydrofuran / 20 h / Heating

2.1: 91 percent / (+/-)-camphersulfonic acid / acetone / 3 h / 35 °C

3.1: NaH / tetrahydrofuran / 0.75 h

3.2: 84 percent / tetrahydrofuran / 16 h

4.1: 93 percent / AcOH / 3 h / 20 °C

5.1: CH₃C(OCH₃)3; PPTS / CH₂Cl₂ / 3 h / 20 °C

5.2: AcBr / CH₂Cl₂ / 0.75 h

5.3: 99 percent / K₂CO₃ / methanol / 2 h

6.1: t-BuLi; TMEDA / tetrahydrofuran; pentane / 3 h / -20 °C

6.2: 89 percent / tetrahydrofuran; pentane / 2 h / -20 °C

With Trimethyl orthoacetate; lithium aluminium tetrahydride; N,N,N,N,-tetramethylethylenediamine; 10-camphorsufonic acid; tert.-butyl lithium; pyridinium p-toluenesulfonate; sodium hydride; acetic acid; In tetrahydrofuran; dichloromethane; acetone; pentane;
DOI:10.1021/ol017261d

Reference yield:

: 53178-48-6
2-(3'-hydroxypropyl)-1,3-dithiane

: 404936-41-0
(6S)-1-triethylsilyloxy-4,4-S-S-propylidene-6-hydroxy-9-benzyloxy-nonane

Guidance literature:: Multi-step reaction with 2 steps

1.1: 100 percent / pyridine; DMAP / 20 h / 20 °C

2.1: t-BuLi; TMEDA / tetrahydrofuran; pentane / 3 h / -20 °C

2.2: 89 percent / tetrahydrofuran; pentane / 2 h / -20 °C

With pyridine; dmap; N,N,N,N,-tetramethylethylenediamine; tert.-butyl lithium; In tetrahydrofuran; pentane;
DOI:10.1021/ol017261d