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

Base Information

Chemical Name: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
CAS No.:184246-45-5
Molecular Formula:C₂₃H₂₉NO₅S
Molecular Weight:431.553
Hs Code.:

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 19 articles about 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 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: 98.0%

: 24850-33-7
allyltributylstanane

: 184246-44-4
Formic acid (1S,3S)-3-(4-methoxy-benzyloxy)-1-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-4-oxo-butyl ester

: 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

Guidance literature:: With tin(IV) chloride; In dichloromethane; at -78 ℃;

Reference yield:

: 76-63-1
allytriphenyltin

: 184246-44-4
Formic acid (1S,3S)-3-(4-methoxy-benzyloxy)-1-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-4-oxo-butyl ester

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

: 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

Guidance literature:: With tin(IV) chloride; In dichloromethane; at -78 ℃;
DOI:10.1021/ja971946k

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 10 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

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; 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;
DOI:10.1021/ja971946k