{4-(S)-[1-(S)-benzyloxymethyl-allyloxy]-3-(S)-methoxymethoxy-hex-5-en-1-ynyl}triisopropylsilane

Base Information

Chemical Name:{4-(S)-[1-(S)-benzyloxymethyl-allyloxy]-3-(S)-methoxymethoxy-hex-5-en-1-ynyl}triisopropylsilane
CAS No.:790698-01-0
Molecular Formula:C₂₈H₄₄O₄Si
Molecular Weight:472.74
Hs Code.:

Synonyms:{4-(S)-[1-(S)-benzyloxymethyl-allyloxy]-3-(S)-methoxymethoxy-hex-5-en-1-ynyl}triisopropylsilane

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Chemical Property of {4-(S)-[1-(S)-benzyloxymethyl-allyloxy]-3-(S)-methoxymethoxy-hex-5-en-1-ynyl}triisopropylsilane

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Technology Process of {4-(S)-[1-(S)-benzyloxymethyl-allyloxy]-3-(S)-methoxymethoxy-hex-5-en-1-ynyl}triisopropylsilane

There total 6 articles about {4-(S)-[1-(S)-benzyloxymethyl-allyloxy]-3-(S)-methoxymethoxy-hex-5-en-1-ynyl}triisopropylsilane 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:

: 2930-05-4,14618-80-5,89616-40-0,16495-13-9
(S)-benzyl glycidyl ether

: 790698-01-0
{4-(S)-[1-(S)-benzyloxymethyl-allyloxy]-3-(S)-methoxymethoxy-hex-5-en-1-ynyl}triisopropylsilane

Guidance literature:: Multi-step reaction with 8 steps

1.1: 99 percent / n-BuLi / tetrahydrofuran / -10 - 25 °C

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

2.2: 98 percent / tetrahydrofuran / 0 - 20 °C

3.1: Et₃N; pivaloyl chloride / diethyl ether / 1 h / 0 °C

3.2: 78 percent / n-BuLi / tetrahydrofuran; hexane; diethyl ether / 2 h / 0 °C

4.1: 91 percent / 4-(dimethylamino)-pyridine; DIEA / CH₂Cl₂ / 72 h / 20 °C

5.1: 92 percent / LiBH₄; MeOH / diethyl ether / 2 h / 0 °C

6.1: oxalyl chloride; dimethylsulfoxide; DIEA / CH₂Cl₂ / 0.25 h / -78 - 0 °C

7.1: t-BuOK / tetrahydrofuran; toluene / 1 h / 0 °C

7.2: 91 percent / tetrahydrofuran; toluene / 2 h / 20 °C

With methanol; dmap; lithium borohydride; n-butyllithium; oxalyl dichloride; potassium tert-butylate; pivaloyl chloride; sodium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; 7.1: Swern oxidation;
DOI:10.1021/ja0455852

Reference yield:

: 748770-49-2
4-(S)-benzyl-3-{2-[1-(S)-benzyloxymethyl-allyloxy]acetyl}oxazolidin-2-one

: 790698-01-0
{4-(S)-[1-(S)-benzyloxymethyl-allyloxy]-3-(S)-methoxymethoxy-hex-5-en-1-ynyl}triisopropylsilane

Guidance literature:: Multi-step reaction with 5 steps

1.1: 91 percent / 4-(dimethylamino)-pyridine; DIEA / CH₂Cl₂ / 72 h / 20 °C

2.1: 92 percent / LiBH₄; MeOH / diethyl ether / 2 h / 0 °C

3.1: oxalyl chloride; dimethylsulfoxide; DIEA / CH₂Cl₂ / 0.25 h / -78 - 0 °C

4.1: t-BuOK / tetrahydrofuran; toluene / 1 h / 0 °C

4.2: 91 percent / tetrahydrofuran; toluene / 2 h / 20 °C

With methanol; dmap; lithium borohydride; oxalyl dichloride; potassium tert-butylate; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; 4.1: Swern oxidation;
DOI:10.1021/ja0455852

Reference yield:

: 790698-14-5
((S)-1-Benzyloxymethyl-allyloxy)-acetic acid

: 790698-01-0
{4-(S)-[1-(S)-benzyloxymethyl-allyloxy]-3-(S)-methoxymethoxy-hex-5-en-1-ynyl}triisopropylsilane

Guidance literature:: Multi-step reaction with 6 steps

1.1: Et₃N; pivaloyl chloride / diethyl ether / 1 h / 0 °C

1.2: 78 percent / n-BuLi / tetrahydrofuran; hexane; diethyl ether / 2 h / 0 °C

2.1: 91 percent / 4-(dimethylamino)-pyridine; DIEA / CH₂Cl₂ / 72 h / 20 °C

3.1: 92 percent / LiBH₄; MeOH / diethyl ether / 2 h / 0 °C

4.1: oxalyl chloride; dimethylsulfoxide; DIEA / CH₂Cl₂ / 0.25 h / -78 - 0 °C

5.1: t-BuOK / tetrahydrofuran; toluene / 1 h / 0 °C

5.2: 91 percent / tetrahydrofuran; toluene / 2 h / 20 °C

With methanol; dmap; lithium borohydride; oxalyl dichloride; potassium tert-butylate; pivaloyl chloride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; 5.1: Swern oxidation;
DOI:10.1021/ja0455852