methyl (E)-tridec-2-enoate

Base Information

Chemical Name:methyl (E)-tridec-2-enoate
CAS No.:37936-70-2
Molecular Formula:C₁₄H₂₆O₂
Molecular Weight:226.359
Hs Code.:

Synonyms:methyl (E)-tridec-2-enoate

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Chemical Property of methyl (E)-tridec-2-enoate

Chemical Property:

Purity/Quality:

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Technology Process of methyl (E)-tridec-2-enoate

There total 1 articles about methyl (E)-tridec-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:

: 1731-86-8
methyl undecanoate

: 5927-18-4
trimethyl phosphonoacetate

: 1731-88-0
methyl tridecanoate

: 37936-70-2
methyl (E)-tridec-2-enoate

Guidance literature:: methyl undecanoate; With {μ-ClIr(cyclooctene)2}2; H₂SiEt₂; In dichloromethane; at 20 ℃; for 8h; Inert atmosphere;

trimethyl phosphonoacetate; With potassium trimethylsilonate; In tetrahydrofuran; at 20 ℃; for 0.5h; Overall yield = 52 %; Overall yield = 118 mg;
DOI:10.1021/acs.orglett.5b02901

Reference yield:

: 37936-70-2
methyl (E)-tridec-2-enoate

: {(2R,3R)-3-[(S)-2-((S)-2-Amino-6-benzyloxycarbonylamino-hexanoylamino)-4,4-dimethyl-pentanoylamino]-2-hydroxy-tridecanoylamino}-acetic acid

Guidance literature:: Multi-step reaction with 12 steps

1.1: 82 percent / ADmixα; CH3SO2NH2 / 2-methyl-propan-2-ol; H2O

2.1: HBr; acetic acid

2.2: methanol

3.1: K₂CO₃; CaSO₄ / methanol

4.1: sodium hydroxide / methanol; H₂O

5.1: 99 percent / sodium azide; titanium tetraisopropoxide / ethanol

6.1: 62 percent / WSCD*HCl; benzotriazol-1-ol hydrate; triethylamine

7.1: hydrogen / Pd-C

8.1: WSCD*HCl; benzotriazol-1-ol hydrate; triethylamine / tetrahydrofuran

9.1: trifluoroacetic acid

10.1: WSCD*HCl; benzotriazol-1-ol hydrate; triethylamine / tetrahydrofuran

11.1: LiOH / tetrahydrofuran; methanol; H₂O

12.1: trifluoroacetic acid / CH₂Cl₂

With titanium(IV) isopropylate; calcium sulfate; lithium hydroxide; sodium hydroxide; AD-mix-α; sodium azide; methanesulfonamide; WSCD*HCl; hydrogen bromide; hydrogen; potassium carbonate; acetic acid; 1-hydroxybenzotriazol-hydrate; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; tert-butyl alcohol; 1.1: Oxidation / 2.1: Substitution / 2.2: methanolysis / 3.1: Cyclization / 4.1: Hydrolysis / 5.1: Ring cleavage / 6.1: Acylation / 7.1: Reduction / 8.1: Acylation / 9.1: Hydrolysis / 10.1: Acylation / 11.1: Hydrolysis / 12.1: Hydrolysis;
DOI:10.1021/ol005630k

Reference yield:

: 37936-70-2
methyl (E)-tridec-2-enoate

: {(2S,3R)-3-[(S)-2-((S)-6-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoylamino)-4,4-dimethyl-pentanoylamino]-2-hydroxy-tridecanoylamino}-acetic acid

Guidance literature:: Multi-step reaction with 11 steps

1: 82 percent / ADmixα; CH3SO2NH2 / 2-methyl-propan-2-ol; H2O

2: 72 percent / pyridine

3: 92 percent / K₂CO₃; CaSO₄ / methanol

4: sodium hydroxide / methanol; H₂O

5: 81 percent / sodium azide; titanium tetraisopropoxide / ethanol

6: 89 percent / WSCD*HCl; benzotriazol-1-ol hydrate; triethylamine

7: hydrogen / Pd-C

8: WSCD*HCl; benzotriazol-1-ol hydrate; triethylamine / tetrahydrofuran

9: trifluoroacetic acid

10: WSCD*HCl; benzotriazol-1-ol hydrate; triethylamine / tetrahydrofuran

11: LiOH / tetrahydrofuran; methanol; H₂O

With pyridine; titanium(IV) isopropylate; calcium sulfate; lithium hydroxide; sodium hydroxide; AD-mix-α; sodium azide; methanesulfonamide; WSCD*HCl; hydrogen; potassium carbonate; 1-hydroxybenzotriazol-hydrate; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; water; tert-butyl alcohol; 1: Oxidation / 2: Esterification / 3: Cyclization / 4: Hydrolysis / 5: Ring cleavage / 6: Acylation / 7: Reduction / 8: Acylation / 9: Hydrolysis / 10: Acylation / 11: Hydrolysis;
DOI:10.1021/ol005630k