Methanesulfonic acid (E)-(1S,2S,4S)-1-allyl-4-formyloxy-2-(4-methoxy-benzyloxy)-5-methyl-6-(2-methyl-thiazol-4-yl)-hex-5-enyl ester

Base Information

Chemical Name:Methanesulfonic acid (E)-(1S,2S,4S)-1-allyl-4-formyloxy-2-(4-methoxy-benzyloxy)-5-methyl-6-(2-methyl-thiazol-4-yl)-hex-5-enyl ester
CAS No.:184246-53-5
Molecular Formula:C₂₄H₃₁NO₇S₂
Molecular Weight:509.645
Hs Code.:

Synonyms:Methanesulfonic acid (E)-(1S,2S,4S)-1-allyl-4-formyloxy-2-(4-methoxy-benzyloxy)-5-methyl-6-(2-methyl-thiazol-4-yl)-hex-5-enyl ester

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Chemical Property of Methanesulfonic acid (E)-(1S,2S,4S)-1-allyl-4-formyloxy-2-(4-methoxy-benzyloxy)-5-methyl-6-(2-methyl-thiazol-4-yl)-hex-5-enyl ester

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Technology Process of Methanesulfonic acid (E)-(1S,2S,4S)-1-allyl-4-formyloxy-2-(4-methoxy-benzyloxy)-5-methyl-6-(2-methyl-thiazol-4-yl)-hex-5-enyl ester

There total 19 articles about Methanesulfonic acid (E)-(1S,2S,4S)-1-allyl-4-formyloxy-2-(4-methoxy-benzyloxy)-5-methyl-6-(2-methyl-thiazol-4-yl)-hex-5-enyl ester 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:

: 124-63-0
methanesulfonyl chloride

: 184246-45-5
Formic acid (1S,3S,4S)-4-hydroxy-3-(4-methoxy-benzyloxy)-1-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-hept-6-enyl ester

: 184246-53-5
Methanesulfonic acid (E)-(1S,2S,4S)-1-allyl-4-formyloxy-2-(4-methoxy-benzyloxy)-5-methyl-6-(2-methyl-thiazol-4-yl)-hex-5-enyl ester

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃;
DOI:10.1021/ja971946k

Reference yield:

: 20949-84-2
2-methylthiazole-4-carbaldehyde

: 184246-53-5
Methanesulfonic acid (E)-(1S,2S,4S)-1-allyl-4-formyloxy-2-(4-methoxy-benzyloxy)-5-methyl-6-(2-methyl-thiazol-4-yl)-hex-5-enyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 83 percent / benzene / Heating

2: BF₃*OEt₂ / CH₂Cl₂

3: CSA

4: 99 percent / NaBH₄; CeCl₃*7H₂O / methanol / 0 - 20 °C

5: Lipase-30 / 1,2-dimethoxy-ethane / 20 °C

6: K₂CO₃ / methanol / 20 °C

7: NaH / dimethylformamide / 0 - 20 °C

8: 3,3-dimethyldioxirane; K₂CO₃ / CH₂Cl₂ / 0 °C

9: NaIO₄ / H₂O; tetrahydrofuran

10: SnCl₄ / CH₂Cl₂ / -78 °C

11: Et₃N / CH₂Cl₂ / 0 °C

With sodium tetrahydroborate; sodium periodate; cerium(III) chloride; Lipase-30; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; 3,3-dimethyldioxirane; tin(IV) chloride; sodium hydride; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; water; N,N-dimethyl-formamide; benzene; 1: Wittig reaction / 2: Cycloaddition / 3: acidolysis / 4: Reduction / 5: transesterification / 6: Deacetylation / 7: Etherification / 8: Epoxidation / 9: Oxidation / 10: Addition / 11: Esterification;
DOI:10.1021/ja971946k

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 184246-53-5
Methanesulfonic acid (E)-(1S,2S,4S)-1-allyl-4-formyloxy-2-(4-methoxy-benzyloxy)-5-methyl-6-(2-methyl-thiazol-4-yl)-hex-5-enyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: NaH / dimethylformamide / 0 - 20 °C

2: 3,3-dimethyldioxirane; K₂CO₃ / CH₂Cl₂ / 0 °C

3: NaIO₄ / H₂O; tetrahydrofuran

4: SnCl₄ / CH₂Cl₂ / -78 °C

5: Et₃N / CH₂Cl₂ / 0 °C

With sodium periodate; 3,3-dimethyldioxirane; tin(IV) chloride; sodium hydride; potassium carbonate; triethylamine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; 1: Etherification / 2: Epoxidation / 3: Oxidation / 4: Addition / 5: Esterification;
DOI:10.1021/ja971946k