Acetic acid (R)-2-((1R,2R)-2-benzyloxy-1-benzyloxymethyl-2-methyl-hex-5-enyloxy)-4-methyl-pent-4-enyl ester

Base Information

Chemical Name:Acetic acid (R)-2-((1R,2R)-2-benzyloxy-1-benzyloxymethyl-2-methyl-hex-5-enyloxy)-4-methyl-pent-4-enyl ester
CAS No.:877374-56-6
Molecular Formula:C₃₀H₄₀O₅
Molecular Weight:480.645
Hs Code.:

Synonyms:Acetic acid (R)-2-((1R,2R)-2-benzyloxy-1-benzyloxymethyl-2-methyl-hex-5-enyloxy)-4-methyl-pent-4-enyl ester

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Chemical Property of Acetic acid (R)-2-((1R,2R)-2-benzyloxy-1-benzyloxymethyl-2-methyl-hex-5-enyloxy)-4-methyl-pent-4-enyl ester

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Technology Process of Acetic acid (R)-2-((1R,2R)-2-benzyloxy-1-benzyloxymethyl-2-methyl-hex-5-enyloxy)-4-methyl-pent-4-enyl ester

There total 12 articles about Acetic acid (R)-2-((1R,2R)-2-benzyloxy-1-benzyloxymethyl-2-methyl-hex-5-enyloxy)-4-methyl-pent-4-enyl ester 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%

: 108-24-7
acetic anhydride

: (2R)-2-[(1R,2R)-2-benzyloxy-1-benzyloxymethyl-2-methyl-hex-5-enyloxy]-4-methyl-pent-4-en-1-ol

: 877374-56-6
Acetic acid (R)-2-((1R,2R)-2-benzyloxy-1-benzyloxymethyl-2-methyl-hex-5-enyloxy)-4-methyl-pent-4-enyl ester

Guidance literature:: With pyridine; dmap; In dichloromethane;
DOI:10.1021/ja056334b

Reference yield:

: 109613-59-4
(S)-1-(benzyloxy)but-3-en-2-ol

: 877374-56-6
Acetic acid (R)-2-((1R,2R)-2-benzyloxy-1-benzyloxymethyl-2-methyl-hex-5-enyloxy)-4-methyl-pent-4-enyl ester

Guidance literature:: Multi-step reaction with 11 steps

1.1: NaH / tetrahydrofuran / 0.5 h / 0 °C

1.2: 95 percent / tetrahydrofuran; dimethylformamide / 20 °C

2.1: aq. mercuric acetate / tetrahydrofuran / 12 h / 20 °C

2.2: 89 percent / aq. CuCl₂; LiCl; PdCl₂ / tetrahydrofuran / 3 h / 55 °C

3.1: 92 percent / tetrahydrofuran / 2 h / -78 °C

4.1: KH / tetrahydrofuran / 0.5 h / 0 °C

4.2: 92 percent / tetrahydrofuran; dimethylformamide / 20 °C

5.1: 83 percent / aq. HCl / methanol / 2 h / Heating

6.1: NaH / tetrahydrofuran / 0.25 h / 0 °C

6.2: 97 percent / tetrahydrofuran; dimethylformamide / 24 h / 20 °C

7.1: Et₃N / tetrahydrofuran / 1 h / -78 - 0 °C

8.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

8.2: 33.9 g / tetrahydrofuran; hexane / 1.25 h / -78 - 20 °C

9.1: sodium bis(trimethylsilyl)amide / toluene; tetrahydrofuran / 1 h / -78 °C

9.2: 93 percent / tetrahydrofuran; toluene / 1.25 h / -78 - -45 °C

10.1: 92 percent / lithium borohydride / methanol; diethyl ether; tetrahydrofuran / 1 h / 0 °C

11.1: 95 percent / pyridine; DMAP / CH₂Cl₂

With pyridine; hydrogenchloride; dmap; lithium borohydride; n-butyllithium; mercury(II) diacetate; sodium hexamethyldisilazane; potassium hydride; sodium hydride; triethylamine; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; toluene;
DOI:10.1021/ja056334b

Reference yield:

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

: 877374-56-6
Acetic acid (R)-2-((1R,2R)-2-benzyloxy-1-benzyloxymethyl-2-methyl-hex-5-enyloxy)-4-methyl-pent-4-enyl ester

Guidance literature:: Multi-step reaction with 12 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -8 °C

1.2: 99 percent / tetrahydrofuran; hexane / 1 h / -8 - 20 °C

2.1: NaH / tetrahydrofuran / 0.5 h / 0 °C

2.2: 95 percent / tetrahydrofuran; dimethylformamide / 20 °C

3.1: aq. mercuric acetate / tetrahydrofuran / 12 h / 20 °C

3.2: 89 percent / aq. CuCl₂; LiCl; PdCl₂ / tetrahydrofuran / 3 h / 55 °C

4.1: 92 percent / tetrahydrofuran / 2 h / -78 °C

5.1: KH / tetrahydrofuran / 0.5 h / 0 °C

5.2: 92 percent / tetrahydrofuran; dimethylformamide / 20 °C

6.1: 83 percent / aq. HCl / methanol / 2 h / Heating

7.1: NaH / tetrahydrofuran / 0.25 h / 0 °C

7.2: 97 percent / tetrahydrofuran; dimethylformamide / 24 h / 20 °C

8.1: Et₃N / tetrahydrofuran / 1 h / -78 - 0 °C

9.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

9.2: 33.9 g / tetrahydrofuran; hexane / 1.25 h / -78 - 20 °C

10.1: sodium bis(trimethylsilyl)amide / toluene; tetrahydrofuran / 1 h / -78 °C

10.2: 93 percent / tetrahydrofuran; toluene / 1.25 h / -78 - -45 °C

11.1: 92 percent / lithium borohydride / methanol; diethyl ether; tetrahydrofuran / 1 h / 0 °C

12.1: 95 percent / pyridine; DMAP / CH₂Cl₂

With pyridine; hydrogenchloride; dmap; lithium borohydride; n-butyllithium; mercury(II) diacetate; sodium hexamethyldisilazane; potassium hydride; sodium hydride; triethylamine; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; toluene;
DOI:10.1021/ja056334b