(S)-4-[(S)-3-(4-Methoxy-benzyloxy)-pent-4-enyl]-2,2-dimethyl-[1,3]dioxolane

Base Information

Chemical Name:(S)-4-[(S)-3-(4-Methoxy-benzyloxy)-pent-4-enyl]-2,2-dimethyl-[1,3]dioxolane
CAS No.:161954-41-2
Molecular Formula:C₁₈H₂₆O₄
Molecular Weight:306.402
Hs Code.:

Synonyms:

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Chemical Property of (S)-4-[(S)-3-(4-Methoxy-benzyloxy)-pent-4-enyl]-2,2-dimethyl-[1,3]dioxolane

Chemical Property:

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Technology Process of (S)-4-[(S)-3-(4-Methoxy-benzyloxy)-pent-4-enyl]-2,2-dimethyl-[1,3]dioxolane

There total 8 articles about (S)-4-[(S)-3-(4-Methoxy-benzyloxy)-pent-4-enyl]-2,2-dimethyl-[1,3]dioxolane 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:

: 36326-38-2,917877-01-1
3-<(4'S)-2',2'-dimethyl-1',3'-dioxolan-4'-yl>prop-2-enoic acid ethyl ester

: 161954-41-2
(S)-4-[(S)-3-(4-Methoxy-benzyloxy)-pent-4-enyl]-2,2-dimethyl-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 8 steps

1: H₂ / Pd-C / ethyl acetate

2: 80 percent / LAH / tetrahydrofuran / 0 °C

3: PDC / CH₂Cl₂ / 40 °C

4: 63 percent / benzene / 80 °C

5: 80 percent / DIBAL-H / CH₂Cl₂

6: 80 percent / TBHP, TIP / (+)DIPT / CH₂Cl₂ / -20 °C

7: 65 percent / Cp₂TiCl₂, Zn, ZnCl₂ / tetrahydrofuran

8: NaH / tetrahydrofuran

With tert.-butylhydroperoxide; bis(cyclopentadienyl)titanium dichloride; lithium aluminium tetrahydride; dipyridinium dichromate; hydrogen; sodium hydride; diisobutylaluminium hydride; isobutyltriphenylphosphonium bromide; zinc(II) chloride; zinc; palladium on activated charcoal; L-(+)-diisopropyl tartrate; In tetrahydrofuran; dichloromethane; ethyl acetate; benzene;
DOI:10.1016/0040-4039(94)02195-H

Reference yield:

: 36326-39-3
Ethyl 4,5-O-isopropylidene-(S)-4,5-dihydroxypentanoate

: 161954-41-2
(S)-4-[(S)-3-(4-Methoxy-benzyloxy)-pent-4-enyl]-2,2-dimethyl-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 7 steps

1: 80 percent / LAH / tetrahydrofuran / 0 °C

2: PDC / CH₂Cl₂ / 40 °C

3: 63 percent / benzene / 80 °C

4: 80 percent / DIBAL-H / CH₂Cl₂

5: 80 percent / TBHP, TIP / (+)DIPT / CH₂Cl₂ / -20 °C

6: 65 percent / Cp₂TiCl₂, Zn, ZnCl₂ / tetrahydrofuran

7: NaH / tetrahydrofuran

With tert.-butylhydroperoxide; bis(cyclopentadienyl)titanium dichloride; lithium aluminium tetrahydride; dipyridinium dichromate; sodium hydride; diisobutylaluminium hydride; isobutyltriphenylphosphonium bromide; zinc(II) chloride; zinc; L-(+)-diisopropyl tartrate; In tetrahydrofuran; dichloromethane; benzene;
DOI:10.1016/0040-4039(94)02195-H

Reference yield:

: 51268-87-2
(4S)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)propan-1-ol

: 161954-41-2
(S)-4-[(S)-3-(4-Methoxy-benzyloxy)-pent-4-enyl]-2,2-dimethyl-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 6 steps

1: PDC / CH₂Cl₂ / 40 °C

2: 63 percent / benzene / 80 °C

3: 80 percent / DIBAL-H / CH₂Cl₂

4: 80 percent / TBHP, TIP / (+)DIPT / CH₂Cl₂ / -20 °C

5: 65 percent / Cp₂TiCl₂, Zn, ZnCl₂ / tetrahydrofuran

6: NaH / tetrahydrofuran

With tert.-butylhydroperoxide; bis(cyclopentadienyl)titanium dichloride; dipyridinium dichromate; sodium hydride; diisobutylaluminium hydride; isobutyltriphenylphosphonium bromide; zinc(II) chloride; zinc; L-(+)-diisopropyl tartrate; In tetrahydrofuran; dichloromethane; benzene;
DOI:10.1016/0040-4039(94)02195-H