Acetic acid (2S,4R,6R)-2-[2-(4-methoxy-benzyloxy)-ethyl]-6-{(S)-2-methoxy-3-[(2R,3S,6S)-3-methyl-6-((E)-6-methyl-2-oxo-hept-3-enyl)-tetrahydro-pyran-2-yl]-propyl}-tetrahydro-pyran-4-yl ester

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Chemical Name:Acetic acid (2S,4R,6R)-2-[2-(4-methoxy-benzyloxy)-ethyl]-6-{(S)-2-methoxy-3-[(2R,3S,6S)-3-methyl-6-((E)-6-methyl-2-oxo-hept-3-enyl)-tetrahydro-pyran-2-yl]-propyl}-tetrahydro-pyran-4-yl ester
CAS No.:651302-98-6
Molecular Formula:C₃₅H₅₄O₈
Molecular Weight:602.809
Hs Code.:

Acetic acid (2S,4R,6R)-2-[2-(4-methoxy-benzyloxy)-ethyl]-6-{(S)-2-methoxy-3-[(2R,3S,6S)-3-methyl-6-((E)-6-methyl-2-oxo-hept-3-enyl)-tetrahydro-pyran-2-yl]-propyl}-tetrahydro-pyran-4-yl ester

Synonyms:Acetic acid (2S,4R,6R)-2-[2-(4-methoxy-benzyloxy)-ethyl]-6-{(S)-2-methoxy-3-[(2R,3S,6S)-3-methyl-6-((E)-6-methyl-2-oxo-hept-3-enyl)-tetrahydro-pyran-2-yl]-propyl}-tetrahydro-pyran-4-yl ester

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Chemical Property of Acetic acid (2S,4R,6R)-2-[2-(4-methoxy-benzyloxy)-ethyl]-6-{(S)-2-methoxy-3-[(2R,3S,6S)-3-methyl-6-((E)-6-methyl-2-oxo-hept-3-enyl)-tetrahydro-pyran-2-yl]-propyl}-tetrahydro-pyran-4-yl ester

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Technology Process of Acetic acid (2S,4R,6R)-2-[2-(4-methoxy-benzyloxy)-ethyl]-6-{(S)-2-methoxy-3-[(2R,3S,6S)-3-methyl-6-((E)-6-methyl-2-oxo-hept-3-enyl)-tetrahydro-pyran-2-yl]-propyl}-tetrahydro-pyran-4-yl ester

There total 14 articles about Acetic acid (2S,4R,6R)-2-[2-(4-methoxy-benzyloxy)-ethyl]-6-{(S)-2-methoxy-3-[(2R,3S,6S)-3-methyl-6-((E)-6-methyl-2-oxo-hept-3-enyl)-tetrahydro-pyran-2-yl]-propyl}-tetrahydro-pyran-4-yl 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: 85.0%

: 529494-84-6
Trimethyl-((E)-5-methyl-1-methylene-hex-2-enyloxy)-silane

: 651302-95-3
Acetic acid (5S,6R)-6-((S)-3-{(2R,4R,6S)-4-acetoxy-6-[2-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-2-yl}-2-methoxy-propyl)-5-methyl-tetrahydro-pyran-2-yl ester

: 651302-98-6
Acetic acid (2S,4R,6R)-2-[2-(4-methoxy-benzyloxy)-ethyl]-6-{(S)-2-methoxy-3-[(2R,3S,6S)-3-methyl-6-((E)-6-methyl-2-oxo-hept-3-enyl)-tetrahydro-pyran-2-yl]-propyl}-tetrahydro-pyran-4-yl ester

Guidance literature:: With zinc(II) chloride; In diethyl ether; dichloromethane; at -78 - 20 ℃;
DOI:10.1021/ol036071v

Reference yield:

: 617714-87-1
((2S,6R)-6-[2-(4-methoxybenzyloxy)ethyl]-4-methylenetetrahydropyran-2-yl)-acetaldehyde

: 651302-98-6
Acetic acid (2S,4R,6R)-2-[2-(4-methoxy-benzyloxy)-ethyl]-6-{(S)-2-methoxy-3-[(2R,3S,6S)-3-methyl-6-((E)-6-methyl-2-oxo-hept-3-enyl)-tetrahydro-pyran-2-yl]-propyl}-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: (R,R)-1,2-bis-p-toluenesulfonylamino-1,2-diphenylethane; boron tribromide / CH₂Cl₂ / 16 h / 20 °C

1.2: CH₂Cl₂ / 2 h / -78 °C

2.1: 77 percent / bis(trifluoroacetoxy)iodobenzene / 0.08 h / 20 °C

3.1: 88 percent / molecular sieves 4 Angstroem; Proton Sponge (R) / CH₂Cl₂ / 8 h / 0 - 20 °C

4.1: 88 percent / 4-methylmorpholine N-oxide; OsO₄ / acetone; H₂O / 2 h / 20 °C

5.1: LiAlH₄; (+)-N-methylephedrine; N-ethylaniline / diethyl ether / 3 h / -78 °C

6.1: H₃PO₄ / tetrahydrofuran; H₂O / 2 h / 20 °C

7.1: 68 mg / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 2 h

8.1: 85 percent / ZnCl₂ / diethyl ether; CH₂Cl₂ / -78 - 20 °C

With pyridine; dmap; osmium(VIII) oxide; lithium aluminium tetrahydride; Proton Sponge; phosphoric acid; 4 A molecular sieve; boron tribromide; (+)-N-methylephedrine; 4-methyl-N-((1R,2R)-2-{[(4-methylphenyl)sulfonyl]amino}-1,2-diphenylethyl)benzenesulfonamide; 4-methylmorpholine N-oxide; N-ethyl-N-phenylamine; bis-[(trifluoroacetoxy)iodo]benzene; zinc(II) chloride; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetone;
DOI:10.1021/ol036071v

Reference yield:

: 651303-05-8
(S)-3-Methyl-4-trimethylsilanylmethyl-pent-4-en-1-ol

: 651302-98-6
Acetic acid (2S,4R,6R)-2-[2-(4-methoxy-benzyloxy)-ethyl]-6-{(S)-2-methoxy-3-[(2R,3S,6S)-3-methyl-6-((E)-6-methyl-2-oxo-hept-3-enyl)-tetrahydro-pyran-2-yl]-propyl}-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 11 steps

1.1: 81 percent / dicyclohexylcarbodiimide*iodomethane complex / tetrahydrofuran / 12 h / 40 °C

2.1: n-butyllithium / hexane; tetrahydrofuran / 1.5 h / -30 - -20 °C

2.2: 95 percent / hexane; tetrahydrofuran / -78 - 0 °C

3.1: propylene oxide; N-bromosuccinimide / dimethylformamide; CH₂Cl₂ / 6 h / -78 °C

4.1: lithium diisopropylamide; tributyltin hydride; CuBr*Me₂S / tetrahydrofuran / 0.5 h / -78 - -40 °C

4.2: (R,R)-1,2-bis-para-toluenesulfonylamino-1,2-diphenylethane; boron tribromide / CH₂Cl₂ / 16 h / 20 °C

4.3: CH₂Cl₂ / 2 h / -78 °C

5.1: 77 percent / bis(trifluoroacetoxy)iodobenzene / 0.08 h / 20 °C

6.1: 88 percent / molecular sieves 4 Angstroem; Proton Sponge (R) / CH₂Cl₂ / 8 h / 0 - 20 °C

7.1: 88 percent / 4-methylmorpholine N-oxide; OsO₄ / acetone; H₂O / 2 h / 20 °C

8.1: LiAlH₄; (+)-N-methylephedrine; N-ethylaniline / diethyl ether / 3 h / -78 °C

9.1: H₃PO₄ / tetrahydrofuran; H₂O / 2 h / 20 °C

10.1: 68 mg / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 2 h

11.1: 85 percent / ZnCl₂ / diethyl ether; CH₂Cl₂ / -78 - 20 °C

With pyridine; dmap; N-Bromosuccinimide; osmium(VIII) oxide; lithium aluminium tetrahydride; n-butyllithium; N,N'-dicyclohexyl-carbodiimidium iodide; Proton Sponge; copper(I) bromide dimethylsulfide complex; phosphoric acid; 4 A molecular sieve; tri-n-butyl-tin hydride; (+)-N-methylephedrine; 4-methylmorpholine N-oxide; N-ethyl-N-phenylamine; bis-[(trifluoroacetoxy)iodo]benzene; methyloxirane; zinc(II) chloride; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ol036071v