2-[(1R,4S)-4-(4-Methoxy-benzyloxy)-1-methyl-hex-5-enyloxy]-tetrahydro-pyran

Base Information

Chemical Name:2-[(1R,4S)-4-(4-Methoxy-benzyloxy)-1-methyl-hex-5-enyloxy]-tetrahydro-pyran
CAS No.:161954-45-6
Molecular Formula:C₂₀H₃₀O₄
Molecular Weight:334.456
Hs Code.:

Synonyms:2-[(1R,4S)-4-(4-Methoxy-benzyloxy)-1-methyl-hex-5-enyloxy]-tetrahydro-pyran

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Chemical Property of 2-[(1R,4S)-4-(4-Methoxy-benzyloxy)-1-methyl-hex-5-enyloxy]-tetrahydro-pyran

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Technology Process of 2-[(1R,4S)-4-(4-Methoxy-benzyloxy)-1-methyl-hex-5-enyloxy]-tetrahydro-pyran

There total 12 articles about 2-[(1R,4S)-4-(4-Methoxy-benzyloxy)-1-methyl-hex-5-enyloxy]-tetrahydro-pyran 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%

: 110-87-2
3,4-dihydro-2H-pyran

: 161954-44-5
(2R,5S)-5-(4-Methoxy-benzyloxy)-hept-6-en-2-ol

: 161954-45-6
2-[(1R,4S)-4-(4-Methoxy-benzyloxy)-1-methyl-hex-5-enyloxy]-tetrahydro-pyran

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane;
DOI:10.1016/0040-4039(94)02195-H

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

: 161954-45-6
2-[(1R,4S)-4-(4-Methoxy-benzyloxy)-1-methyl-hex-5-enyloxy]-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 12 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

9: PTSA / methanol

10: 79 percent / NaH, TsCl / tetrahydrofuran / 0 °C

11: 80 percent / LAH / diethyl ether

12: 95 percent / PTSA / CH₂Cl₂

With tert.-butylhydroperoxide; bis(cyclopentadienyl)titanium dichloride; lithium aluminium tetrahydride; dipyridinium dichromate; hydrogen; sodium hydride; diisobutylaluminium hydride; isobutyltriphenylphosphonium bromide; toluene-4-sulfonic acid; p-toluenesulfonyl chloride; zinc(II) chloride; zinc; palladium on activated charcoal; L-(+)-diisopropyl tartrate; In tetrahydrofuran; methanol; diethyl ether; 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

: 161954-45-6
2-[(1R,4S)-4-(4-Methoxy-benzyloxy)-1-methyl-hex-5-enyloxy]-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 11 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

8: PTSA / methanol

9: 79 percent / NaH, TsCl / tetrahydrofuran / 0 °C

10: 80 percent / LAH / diethyl ether

11: 95 percent / PTSA / CH₂Cl₂

With tert.-butylhydroperoxide; bis(cyclopentadienyl)titanium dichloride; lithium aluminium tetrahydride; dipyridinium dichromate; sodium hydride; diisobutylaluminium hydride; isobutyltriphenylphosphonium bromide; toluene-4-sulfonic acid; p-toluenesulfonyl chloride; zinc(II) chloride; zinc; L-(+)-diisopropyl tartrate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; benzene;
DOI:10.1016/0040-4039(94)02195-H