(1S,3S)-1-((1R)-1-methyl-2-propenyl)-4-benzyloxy-3-tert-butyldimethylsilyloxybutyl prop-2-enoate

Base Information

Chemical Name:(1S,3S)-1-((1R)-1-methyl-2-propenyl)-4-benzyloxy-3-tert-butyldimethylsilyloxybutyl prop-2-enoate
CAS No.:765941-99-9
Molecular Formula:C₂₄H₃₈O₄Si
Molecular Weight:418.649
Hs Code.:

Synonyms:(1S,3S)-1-((1R)-1-methyl-2-propenyl)-4-benzyloxy-3-tert-butyldimethylsilyloxybutyl prop-2-enoate

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Chemical Property of (1S,3S)-1-((1R)-1-methyl-2-propenyl)-4-benzyloxy-3-tert-butyldimethylsilyloxybutyl prop-2-enoate

Chemical Property:

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Technology Process of (1S,3S)-1-((1R)-1-methyl-2-propenyl)-4-benzyloxy-3-tert-butyldimethylsilyloxybutyl prop-2-enoate

There total 4 articles about (1S,3S)-1-((1R)-1-methyl-2-propenyl)-4-benzyloxy-3-tert-butyldimethylsilyloxybutyl prop-2-enoate 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:

: 765941-98-8
(2S)-1-benzyloxy-2-tert-butyldimethylsilyloxypent-4-ene

: 765941-99-9
(1S,3S)-1-((1R)-1-methyl-2-propenyl)-4-benzyloxy-3-tert-butyldimethylsilyloxybutyl prop-2-enoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: ozone / methanol / -78 °C

1.2: 76 percent / methyl sulfide / methanol / 1 h / 20 °C

2.1: potassium tert-butoxide; n-butyllithium; (+)-B-methoxydiisopinocampheylborane / tetrahydrofuran / 3 h / -78 °C

2.2: 82 percent / aq. NaOH; H₂O₂ / tetrahydrofuran

3.1: 85 percent / triethylamine / CH₂Cl₂ / 1 h / 20 °C

With (+)-Ipc₂BOMe; n-butyllithium; potassium tert-butylate; ozone; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo0492416

Reference yield:

: 60656-87-3
benzyloxyacetoaldehyde

: 765941-99-9
(1S,3S)-1-((1R)-1-methyl-2-propenyl)-4-benzyloxy-3-tert-butyldimethylsilyloxybutyl prop-2-enoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: CH₂Cl₂; diethyl ether; pentane / 2 h / -100 °C

1.2: aq. NaOH; H₂O₂ / CH₂Cl₂; diethyl ether; pentane / 4 h / 20 °C

1.3: 42.9 g / imidazole / dimethylformamide / 8 h / 25 °C

2.1: ozone / methanol / -78 °C

2.2: 76 percent / methyl sulfide / methanol / 1 h / 20 °C

3.1: potassium tert-butoxide; n-butyllithium; (+)-B-methoxydiisopinocampheylborane / tetrahydrofuran / 3 h / -78 °C

3.2: 82 percent / aq. NaOH; H₂O₂ / tetrahydrofuran

4.1: 85 percent / triethylamine / CH₂Cl₂ / 1 h / 20 °C

With (+)-Ipc₂BOMe; n-butyllithium; potassium tert-butylate; ozone; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; pentane;
DOI:10.1021/jo0492416

Reference yield:

: 112497-13-9
(3S)-4-benzyloxy-3-tert-butyldimethylsilyloxybutanal

: 765941-99-9
(1S,3S)-1-((1R)-1-methyl-2-propenyl)-4-benzyloxy-3-tert-butyldimethylsilyloxybutyl prop-2-enoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium tert-butoxide; n-butyllithium; (+)-B-methoxydiisopinocampheylborane / tetrahydrofuran / 3 h / -78 °C

1.2: 82 percent / aq. NaOH; H₂O₂ / tetrahydrofuran

2.1: 85 percent / triethylamine / CH₂Cl₂ / 1 h / 20 °C

With (+)-Ipc₂BOMe; n-butyllithium; potassium tert-butylate; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo0492416