2-(R)-benzyloxymethyl-5-(R)-[1-(R)-methoxymethoxy-tridecyl]-2,5-dihydrofuran

Base Information

Chemical Name:2-(R)-benzyloxymethyl-5-(R)-[1-(R)-methoxymethoxy-tridecyl]-2,5-dihydrofuran
CAS No.:790698-07-6
Molecular Formula:C₂₇H₄₄O₄
Molecular Weight:432.644
Hs Code.:

Synonyms:2-(R)-benzyloxymethyl-5-(R)-[1-(R)-methoxymethoxy-tridecyl]-2,5-dihydrofuran

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Chemical Property of 2-(R)-benzyloxymethyl-5-(R)-[1-(R)-methoxymethoxy-tridecyl]-2,5-dihydrofuran

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Technology Process of 2-(R)-benzyloxymethyl-5-(R)-[1-(R)-methoxymethoxy-tridecyl]-2,5-dihydrofuran

There total 9 articles about 2-(R)-benzyloxymethyl-5-(R)-[1-(R)-methoxymethoxy-tridecyl]-2,5-dihydrofuran 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:

: 790698-06-5
{2-(R)-[1-(R)-(1-(R)-methoxymethoxy-tridecyl)allyloxy]but-3-enyloxymethyl}benzene

: 790698-07-6
2-(R)-benzyloxymethyl-5-(R)-[1-(R)-methoxymethoxy-tridecyl]-2,5-dihydrofuran

Guidance literature:: With Cl₂(PCy₃)(N,N'-(Mes)2-imidazolidin-2-yl)Ru=CHC₆H₅; In dichloromethane; for 8h; Heating;
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

: 790698-07-6
2-(R)-benzyloxymethyl-5-(R)-[1-(R)-methoxymethoxy-tridecyl]-2,5-dihydrofuran

Guidance literature:: Multi-step reaction with 8 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

6.1: oxalyl chloride; dimethylsulfoxide; Et₃N / CH₂Cl₂ / 0.25 h / -78 - 0 °C

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

7.2: 90 percent / tetrahydrofuran; toluene / 2 h / 20 °C

8.1: Cl₂(Cy₃P)(IMes)Ru=CHPh / CH₂Cl₂ / 8 h / Heating

With 1-methyl-pyrrolidin-2-one; methanol; dmap; lithium borohydride; Cl₂(PCy₃)(N,N'-(Mes)2-imidazolidin-2-yl)Ru=CHC₆H₅; oxalyl dichloride; potassium tert-butylate; pivaloyl chloride; titanium tetrachloride; sodium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;
DOI:10.1021/ja0455852

Reference yield:

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

: 790698-07-6
2-(R)-benzyloxymethyl-5-(R)-[1-(R)-methoxymethoxy-tridecyl]-2,5-dihydrofuran

Guidance literature:: Multi-step reaction with 9 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

7.1: oxalyl chloride; dimethylsulfoxide; Et₃N / CH₂Cl₂ / 0.25 h / -78 - 0 °C

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

8.2: 90 percent / tetrahydrofuran; toluene / 2 h / 20 °C

9.1: Cl₂(Cy₃P)(IMes)Ru=CHPh / CH₂Cl₂ / 8 h / Heating

With 1-methyl-pyrrolidin-2-one; methanol; dmap; lithium borohydride; Cl₂(PCy₃)(N,N'-(Mes)2-imidazolidin-2-yl)Ru=CHC₆H₅; n-butyllithium; oxalyl dichloride; potassium tert-butylate; pivaloyl chloride; titanium tetrachloride; sodium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;
DOI:10.1021/ja0455852