2-(R)-[1-(R)-benzyloxymethyl-allyloxy]-3-(R)-methoxymethoxy-pentadecan-1-ol

Base Information

Chemical Name:2-(R)-[1-(R)-benzyloxymethyl-allyloxy]-3-(R)-methoxymethoxy-pentadecan-1-ol
CAS No.:790698-05-4
Molecular Formula:C₂₈H₄₈O₅
Molecular Weight:464.686
Hs Code.:

Synonyms:2-(R)-[1-(R)-benzyloxymethyl-allyloxy]-3-(R)-methoxymethoxy-pentadecan-1-ol

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Chemical Property of 2-(R)-[1-(R)-benzyloxymethyl-allyloxy]-3-(R)-methoxymethoxy-pentadecan-1-ol

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Technology Process of 2-(R)-[1-(R)-benzyloxymethyl-allyloxy]-3-(R)-methoxymethoxy-pentadecan-1-ol

There total 6 articles about 2-(R)-[1-(R)-benzyloxymethyl-allyloxy]-3-(R)-methoxymethoxy-pentadecan-1-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: 95.0%

: 790698-16-7
(R)-4-Benzyl-3-[(2S,3R)-2-((R)-1-benzyloxymethyl-allyloxy)-3-methoxymethoxy-pentadecanoyl]-oxazolidin-2-one

: 790698-05-4
2-(R)-[1-(R)-benzyloxymethyl-allyloxy]-3-(R)-methoxymethoxy-pentadecan-1-ol

Guidance literature:: With methanol; lithium borohydride; In diethyl ether; at 0 ℃; for 2h;
DOI:10.1021/ja0455852

Reference yield:

: 93553-66-3,109613-59-4,114819-44-2,113426-94-1
(2R)-1-(benzyloxy)but-3-en-2-ol

: 790698-05-4
2-(R)-[1-(R)-benzyloxymethyl-allyloxy]-3-(R)-methoxymethoxy-pentadecan-1-ol

Guidance literature:: Multi-step reaction with 5 steps

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

1.2: tetrahydrofuran / 0 - 20 °C

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

2.2: n-BuLi / tetrahydrofuran; hexane; diethyl ether / 2 h / 0 °C

3.1: 74 percent / TiCl₄; i-Pr₂NEt; N-methyl-2-pyrrolidinone / CH₂Cl₂ / -78 - -40 °C

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

5.1: 95 percent / LiBH₄; MeOH / diethyl ether / 2 h / 0 °C

With 1-methyl-pyrrolidin-2-one; methanol; dmap; lithium borohydride; pivaloyl chloride; titanium tetrachloride; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ja0455852

Reference yield:

: 14618-80-5
(R)-benzyl glycidol

: 790698-05-4
2-(R)-[1-(R)-benzyloxymethyl-allyloxy]-3-(R)-methoxymethoxy-pentadecan-1-ol

Guidance literature:: Multi-step reaction with 6 steps

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

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

2.2: tetrahydrofuran / 0 - 20 °C

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

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

4.1: 74 percent / TiCl₄; i-Pr₂NEt; N-methyl-2-pyrrolidinone / CH₂Cl₂ / -78 - -40 °C

5.1: 91 percent / 4-(dimethylamino)-pyridine; DIEA / CH₂Cl₂ / 72 h / 20 °C

6.1: 95 percent / LiBH₄; MeOH / diethyl ether / 2 h / 0 °C

With 1-methyl-pyrrolidin-2-one; methanol; dmap; lithium borohydride; n-butyllithium; pivaloyl chloride; titanium tetrachloride; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ja0455852