(1S,5R,3Z)-1-[(S)-2-acetoxy-2-phenylacetoxy]-6-benzyloxy-5-methyl-1-phenylhex-3-ene

Base Information

Chemical Name:(1S,5R,3Z)-1-[(S)-2-acetoxy-2-phenylacetoxy]-6-benzyloxy-5-methyl-1-phenylhex-3-ene
CAS No.:1309803-56-2
Molecular Formula:C₃₀H₃₂O₅
Molecular Weight:472.581
Hs Code.:

Synonyms:(1S,5R,3Z)-1-[(S)-2-acetoxy-2-phenylacetoxy]-6-benzyloxy-5-methyl-1-phenylhex-3-ene

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Chemical Property of (1S,5R,3Z)-1-[(S)-2-acetoxy-2-phenylacetoxy]-6-benzyloxy-5-methyl-1-phenylhex-3-ene

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Technology Process of (1S,5R,3Z)-1-[(S)-2-acetoxy-2-phenylacetoxy]-6-benzyloxy-5-methyl-1-phenylhex-3-ene

There total 5 articles about (1S,5R,3Z)-1-[(S)-2-acetoxy-2-phenylacetoxy]-6-benzyloxy-5-methyl-1-phenylhex-3-ene 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: 88.0%

: 7322-88-5
(S)-acetylmandelic acid

: 143917-84-4
(1S,5R,3Z)-6-benzyloxy-5-methyl-1-phenylhex-3-en-1-ol

: 1309803-56-2
(1S,5R,3Z)-1-[(S)-2-acetoxy-2-phenylacetoxy]-6-benzyloxy-5-methyl-1-phenylhex-3-ene

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 15h;
DOI:10.1039/c0ob01084g

Reference yield:

: 143917-81-1
S-[5-benzyloxy-4-methylpent-1-en-3-yl] S'-methyl dithiocarbonate

: 1309803-56-2
(1S,5R,3Z)-1-[(S)-2-acetoxy-2-phenylacetoxy]-6-benzyloxy-5-methyl-1-phenylhex-3-ene

Guidance literature:: Multi-step reaction with 2 steps

1.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / benzene / 2.5 h / Inert atmosphere; Reflux

1.2: 1 h / -78 °C

2.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 15 h / 20 °C

With dmap; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; dicyclohexyl-carbodiimide; In dichloromethane; benzene;
DOI:10.1039/c0ob01084g

Reference yield:

: 5-benzyloxy-4-methylpent-2-en-1-ol

: 1309803-56-2
(1S,5R,3Z)-1-[(S)-2-acetoxy-2-phenylacetoxy]-6-benzyloxy-5-methyl-1-phenylhex-3-ene

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / mineral oil; benzene / 1 h / 5 - 20 °C

1.2: 3 h / 5 - 20 °C

2.1: mineral oil; benzene / 15 h / 20 °C

3.1: toluene / 15 h / Reflux

4.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / benzene / 2.5 h / Inert atmosphere; Reflux

4.2: 1 h / -78 °C

5.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 15 h / 20 °C

With dmap; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium hydride; dicyclohexyl-carbodiimide; In dichloromethane; toluene; mineral oil; benzene;
DOI:10.1039/c0ob01084g