(E)-(3S,5R)-5-[2-(4-Methoxy-benzyloxy)-ethyl]-3-methoxymethoxy-5,8-dimethyl-nona-6,8-dienal

Base Information

• Chemical Name: (E)-(3S,5R)-5-[2-(4-Methoxy-benzyloxy)-ethyl]-3-methoxymethoxy-5,8-dimethyl-nona-6,8-dienal
• CAS No.: 266675-87-0
• Molecular Formula: C₂₃H₃₄O₅
• Molecular Weight: 390.52

Synonyms:

Chemical Property of (E)-(3S,5R)-5-[2-(4-Methoxy-benzyloxy)-ethyl]-3-methoxymethoxy-5,8-dimethyl-nona-6,8-dienal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-(3S,5R)-5-[2-(4-Methoxy-benzyloxy)-ethyl]-3-methoxymethoxy-5,8-dimethyl-nona-6,8-dienal

There total 19 articles about (E)-(3S,5R)-5-[2-(4-Methoxy-benzyloxy)-ethyl]-3-methoxymethoxy-5,8-dimethyl-nona-6,8-dienal 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:

O-(4-methoxybenzyl)-trichloroacetimidate (89238-99-3) → (E)-(3S,5R)-5-[2-(4-Methoxy-benzyloxy)-ethyl]-3-methoxymethoxy-5,8-dimethyl-nona-6,8-dienal (266675-87-0)

Guidance literature:

Multi-step reaction with 18 steps

1.1: TfOH / diethyl ether / 20 °C

2.1: nBuLi / tetrahydrofuran / -78 - 20 °C

3.1: tetrahydrofuran / -45 °C

4.1: LiAlH₄ / diethyl ether / 0 °C

5.1: MnO₂ / CH₂Cl₂

5.2: 74 percent / Bu₂BOTf; Et₃N / CH₂Cl₂ / -78 °C

6.1: 86 percent / LiBH₄; MeOH / diethyl ether

7.1: 84 percent / Et₃N; DMAP / CH₂Cl₂

8.1: 89 percent / p-xylene / 100 °C

9.1: LiAl(nBu)iBu₂H / tetrahydrofuran / 20 °C

10.1: (+)-(lpc)2BOCH₃ / diethyl ether / -78 °C

11.1: 86 percent / iPr₂NEt / CH₂Cl₂

12.1: 79 percent / OsO₄; NMO; H₂O / acetone; 2-methyl-propan-2-ol

13.1: TsOH / dimethylformamide / 20 °C

14.1: TBAF / tetrahydrofuran / 20 °C

15.1: Et₃N; DMAP / CH₂Cl₂

16.1: KOtBu / tetrahydrofuran / 0 - 20 °C

17.1: aq. AcOH

18.1: aq. NaIO₄ / tetrahydrofuran

With methanol; dmap; manganese(IV) oxide; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; lithium borohydride; n-butyllithium; N-methyl-2-indolinone; lithium n-butyldiisobutylaluminum hydride; trifluorormethanesulfonic acid; potassium tert-butylate; tetrabutyl ammonium fluoride; water; toluene-4-sulfonic acid; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; (+)-B-methoxydiisocamphenylborane; In tetrahydrofuran; diethyl ether; dichloromethane; para-xylene; N,N-dimethyl-formamide; acetone; tert-butyl alcohol; 1.1: Substitution / 2.1: Substitution / 3.1: Addition / 4.1: Reduction / 5.1: Oxidation / 5.2: Evans aldolization / 6.1: cleavage / 7.1: silylation / 8.1: Eschenmoser-Claisen rearrangement / 9.1: Reduction / 10.1: Grignard reaction / 11.1: Etherification / 12.1: Oxidation / 13.1: Etherification / 14.1: desilylation / 15.1: Substitution / 16.1: Elimination / 17.1: Hydrolysis / 18.1: oxidative cleavage;

DOI:10.1021/ol9904085

Reference yield:

1-but-3-ynyloxymethyl-4-methoxy-benzene (218434-90-3) → (E)-(3S,5R)-5-[2-(4-Methoxy-benzyloxy)-ethyl]-3-methoxymethoxy-5,8-dimethyl-nona-6,8-dienal (266675-87-0)

Guidance literature:

Multi-step reaction with 17 steps

1.1: nBuLi / tetrahydrofuran / -78 - 20 °C

2.1: tetrahydrofuran / -45 °C

3.1: LiAlH₄ / diethyl ether / 0 °C

4.1: MnO₂ / CH₂Cl₂

4.2: 74 percent / Bu₂BOTf; Et₃N / CH₂Cl₂ / -78 °C

5.1: 86 percent / LiBH₄; MeOH / diethyl ether

6.1: 84 percent / Et₃N; DMAP / CH₂Cl₂

7.1: 89 percent / p-xylene / 100 °C

8.1: LiAl(nBu)iBu₂H / tetrahydrofuran / 20 °C

9.1: (+)-(lpc)2BOCH₃ / diethyl ether / -78 °C

10.1: 86 percent / iPr₂NEt / CH₂Cl₂

11.1: 79 percent / OsO₄; NMO; H₂O / acetone; 2-methyl-propan-2-ol

12.1: TsOH / dimethylformamide / 20 °C

13.1: TBAF / tetrahydrofuran / 20 °C

14.1: Et₃N; DMAP / CH₂Cl₂

15.1: KOtBu / tetrahydrofuran / 0 - 20 °C

16.1: aq. AcOH

17.1: aq. NaIO₄ / tetrahydrofuran

With methanol; dmap; manganese(IV) oxide; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; lithium borohydride; n-butyllithium; N-methyl-2-indolinone; lithium n-butyldiisobutylaluminum hydride; potassium tert-butylate; tetrabutyl ammonium fluoride; water; toluene-4-sulfonic acid; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; (+)-B-methoxydiisocamphenylborane; In tetrahydrofuran; diethyl ether; dichloromethane; para-xylene; N,N-dimethyl-formamide; acetone; tert-butyl alcohol; 1.1: Substitution / 2.1: Addition / 3.1: Reduction / 4.1: Oxidation / 4.2: Evans aldolization / 5.1: cleavage / 6.1: silylation / 7.1: Eschenmoser-Claisen rearrangement / 8.1: Reduction / 9.1: Grignard reaction / 10.1: Etherification / 11.1: Oxidation / 12.1: Etherification / 13.1: desilylation / 14.1: Substitution / 15.1: Elimination / 16.1: Hydrolysis / 17.1: oxidative cleavage;

DOI:10.1021/ol9904085

Reference yield:

(Z)-5-(4-methoxybenzyloxy)-3-methylpent-2-en-1-ol (266675-79-0) → (E)-(3S,5R)-5-[2-(4-Methoxy-benzyloxy)-ethyl]-3-methoxymethoxy-5,8-dimethyl-nona-6,8-dienal (266675-87-0)

Guidance literature:

Multi-step reaction with 14 steps

1.1: MnO₂ / CH₂Cl₂

1.2: 74 percent / Bu₂BOTf; Et₃N / CH₂Cl₂ / -78 °C

2.1: 86 percent / LiBH₄; MeOH / diethyl ether

3.1: 84 percent / Et₃N; DMAP / CH₂Cl₂

4.1: 89 percent / p-xylene / 100 °C

5.1: LiAl(nBu)iBu₂H / tetrahydrofuran / 20 °C

6.1: (+)-(lpc)2BOCH₃ / diethyl ether / -78 °C

7.1: 86 percent / iPr₂NEt / CH₂Cl₂

8.1: 79 percent / OsO₄; NMO; H₂O / acetone; 2-methyl-propan-2-ol

9.1: TsOH / dimethylformamide / 20 °C

10.1: TBAF / tetrahydrofuran / 20 °C

11.1: Et₃N; DMAP / CH₂Cl₂

12.1: KOtBu / tetrahydrofuran / 0 - 20 °C

13.1: aq. AcOH

14.1: aq. NaIO₄ / tetrahydrofuran

With methanol; dmap; manganese(IV) oxide; sodium periodate; osmium(VIII) oxide; lithium borohydride; N-methyl-2-indolinone; lithium n-butyldiisobutylaluminum hydride; potassium tert-butylate; tetrabutyl ammonium fluoride; water; toluene-4-sulfonic acid; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; (+)-B-methoxydiisocamphenylborane; In tetrahydrofuran; diethyl ether; dichloromethane; para-xylene; N,N-dimethyl-formamide; acetone; tert-butyl alcohol; 1.1: Oxidation / 1.2: Evans aldolization / 2.1: cleavage / 3.1: silylation / 4.1: Eschenmoser-Claisen rearrangement / 5.1: Reduction / 6.1: Grignard reaction / 7.1: Etherification / 8.1: Oxidation / 9.1: Etherification / 10.1: desilylation / 11.1: Substitution / 12.1: Elimination / 13.1: Hydrolysis / 14.1: oxidative cleavage;

DOI:10.1021/ol9904085

upstream raw materials:

(E)-(4S,6R)-6-[2-(4-Methoxy-benzyloxy)-ethyl]-4-methoxymethoxy-6,9-dimethyl-deca-7,9-diene-1,2-diol

O-(4-methoxybenzyl)-trichloroacetimidate

1-but-3-ynyloxymethyl-4-methoxy-benzene

(Z)-5-(4-methoxybenzyloxy)-3-methylpent-2-en-1-ol

Downstream raw materials:

(E)-(4S,6R)-6-[2-(4-Methoxy-benzyloxy)-ethyl]-4-methoxymethoxy-6,9-dimethyl-1-nitro-deca-7,9-dien-2-ol

1-Methoxy-4-[(E)-(3R,5R)-5-methoxymethoxy-3-methyl-3-((E)-3-methyl-buta-1,3-dienyl)-8-nitro-oct-7-enyloxymethyl]-benzene

(1R,3S,4aS,5S,7Z,8aR)-1-[2-(4-methoxybenzyloxy)-ethyl]-3-methoxymethoxy-1,7-dimethyl-5-nitro-1,2,3,4,4a,5,6,8a-octahydronaphthalene

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 266675-87-0 (E)-(3S,5R)-5-[2-(4-Methoxy-benzyloxy)-ethyl]-3-methoxymethoxy-5,8-dimethyl-nona-6,8-dienal

Send

Send

Metric Ton KG G Pound L ML

Send

Send