3,3'-O-[1,18-octadecan-(cis-4,7-methylidene)-methylene]-2,2'-di-O-[3-(R)-7-dimethyloctyl]-1'-O-benzylsn-diglycerol

Base Information

Chemical Name:3,3'-O-[1,18-octadecan-(cis-4,7-methylidene)-methylene]-2,2'-di-O-[3-(R)-7-dimethyloctyl]-1'-O-benzylsn-diglycerol
CAS No.:757951-52-3
Molecular Formula:C₅₂H₉₆O₆
Molecular Weight:817.331
Hs Code.:

Synonyms:3,3'-O-[1,18-octadecan-(cis-4,7-methylidene)-methylene]-2,2'-di-O-[3-(R)-7-dimethyloctyl]-1'-O-benzylsn-diglycerol

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Chemical Property of 3,3'-O-[1,18-octadecan-(cis-4,7-methylidene)-methylene]-2,2'-di-O-[3-(R)-7-dimethyloctyl]-1'-O-benzylsn-diglycerol

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Technology Process of 3,3'-O-[1,18-octadecan-(cis-4,7-methylidene)-methylene]-2,2'-di-O-[3-(R)-7-dimethyloctyl]-1'-O-benzylsn-diglycerol

There total 19 articles about 3,3'-O-[1,18-octadecan-(cis-4,7-methylidene)-methylene]-2,2'-di-O-[3-(R)-7-dimethyloctyl]-1'-O-benzylsn-diglycerol 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:

: 222984-14-7
1-O-benzyl-2-O-(R)-3,7-dimethyloctyl-sn-glycerol

: 757951-52-3
3,3'-O-[1,18-octadecan-(cis-4,7-methylidene)-methylene]-2,2'-di-O-[3-(R)-7-dimethyloctyl]-1'-O-benzylsn-diglycerol

Guidance literature:: Multi-step reaction with 9 steps

1.1: p-TsOH / CH₂Cl₂ / 20 °C

2.1: 1.26 g / H₂ / Pd/C / ethanol

3.1: NaH / tetrahydrofuran / 0.25 h

3.2: Bu₄NBr / tetrahydrofuran / 5 h

4.1: 1.08 g / p-TsOH / methanol / 20 °C

5.1: 2,6-lutidine / CH₂Cl₂ / 0.25 h

6.1: KH / tetrahydrofuran

6.2: 900 mg / tetrahydrofuran / 20 °C

7.1: 68 percent / aq. 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂ / 20 h

8.1: KH / tetrahydrofuran

8.2: 50 percent / tetrahydrofuran / 20 °C

9.1: 78 percent / (Ph₃P)3RhCl / toluene; aq. ethanol / 24 h / 100 °C

With 2,6-dimethylpyridine; Wilkinson's catalyst; hydrogen; potassium hydride; sodium hydride; toluene-4-sulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; toluene;
DOI:10.1021/ja049805n

Reference yield:

: 2-[(R)-3-Benzyloxy-2-((R)-3,7-dimethyl-octyloxy)-propoxy]-tetrahydro-pyran

: 757951-52-3
3,3'-O-[1,18-octadecan-(cis-4,7-methylidene)-methylene]-2,2'-di-O-[3-(R)-7-dimethyloctyl]-1'-O-benzylsn-diglycerol

Guidance literature:: Multi-step reaction with 8 steps

1.1: 1.26 g / H₂ / Pd/C / ethanol

2.1: NaH / tetrahydrofuran / 0.25 h

2.2: Bu₄NBr / tetrahydrofuran / 5 h

3.1: 1.08 g / p-TsOH / methanol / 20 °C

4.1: 2,6-lutidine / CH₂Cl₂ / 0.25 h

5.1: KH / tetrahydrofuran

5.2: 900 mg / tetrahydrofuran / 20 °C

6.1: 68 percent / aq. 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂ / 20 h

7.1: KH / tetrahydrofuran

7.2: 50 percent / tetrahydrofuran / 20 °C

8.1: 78 percent / (Ph₃P)3RhCl / toluene; aq. ethanol / 24 h / 100 °C

With 2,6-dimethylpyridine; Wilkinson's catalyst; hydrogen; potassium hydride; sodium hydride; toluene-4-sulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; toluene;
DOI:10.1021/ja049805n

Reference yield:

: 10283-91-7
cis-cyclopentane-1,3-dicarboxaldehyde

: 757951-52-3
3,3'-O-[1,18-octadecan-(cis-4,7-methylidene)-methylene]-2,2'-di-O-[3-(R)-7-dimethyloctyl]-1'-O-benzylsn-diglycerol

Guidance literature:: Multi-step reaction with 13 steps

1.1: 56 percent / NaBH₄ / methanol / 20 °C

2.1: 81 percent / Dowex 50WX₂ resin / toluene / 2 h / 40 °C

3.1: I₂; imidazole / CH₂Cl₂ / 3 h

3.2: 66 percent / K₂CO₃ / acetonitrile / 48 h / Heating

4.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / 0 °C

4.2: 80 percent / tetrahydrofuran

5.1: 94 percent / p-TsOH; MeOH / 2 h / 20 °C

6.1: I₂; imidazole / CH₂Cl₂ / 5 h

6.2: 78 percent / acetonitrile / 48 h / Heating

7.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / 0 °C

7.2: 75 percent / tetrahydrofuran

8.1: 1.9 g / H₂; Et₃N; Pd/C / ethyl acetate / 12 h / 20 °C

9.1: 77 percent / p-TsOH / methanol

10.1: KH / tetrahydrofuran

10.2: 900 mg / tetrahydrofuran / 20 °C

11.1: 68 percent / aq. 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂ / 20 h

12.1: KH / tetrahydrofuran

12.2: 50 percent / tetrahydrofuran / 20 °C

13.1: 78 percent / (Ph₃P)3RhCl / toluene; aq. ethanol / 24 h / 100 °C

With 1H-imidazole; methanol; sodium tetrahydroborate; palladium on activated charcoal; Wilkinson's catalyst; n-butyllithium; Dowex 50WX₂ resin; hydrogen; iodine; potassium hydride; toluene-4-sulfonic acid; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; ethyl acetate; toluene; 7.2: Wittig reaction;
DOI:10.1021/ja049805n