(1E,3S,4S,6S)-3-(4-methoxybenzyloxy)-6-(methoxymethoxy)-1-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]nona-1,8-dien-4-yl 2-[bis(2,2,2-trifluoroethoxy)phosphoryl]acetate

Base Information

Chemical Name:(1E,3S,4S,6S)-3-(4-methoxybenzyloxy)-6-(methoxymethoxy)-1-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]nona-1,8-dien-4-yl 2-[bis(2,2,2-trifluoroethoxy)phosphoryl]acetate
CAS No.:1379586-88-5
Molecular Formula:C₃₁H₄₁F₆O₁₀P
Molecular Weight:718.625
Hs Code.:

(1E,3S,4S,6S)-3-(4-methoxybenzyloxy)-6-(methoxymethoxy)-1-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]nona-1,8-dien-4-yl 2-[bis(2,2,2-trifluoroethoxy)phosphoryl]acetate

Synonyms:(1E,3S,4S,6S)-3-(4-methoxybenzyloxy)-6-(methoxymethoxy)-1-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]nona-1,8-dien-4-yl 2-[bis(2,2,2-trifluoroethoxy)phosphoryl]acetate

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Chemical Property of (1E,3S,4S,6S)-3-(4-methoxybenzyloxy)-6-(methoxymethoxy)-1-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]nona-1,8-dien-4-yl 2-[bis(2,2,2-trifluoroethoxy)phosphoryl]acetate

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Technology Process of (1E,3S,4S,6S)-3-(4-methoxybenzyloxy)-6-(methoxymethoxy)-1-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]nona-1,8-dien-4-yl 2-[bis(2,2,2-trifluoroethoxy)phosphoryl]acetate

There total 9 articles about (1E,3S,4S,6S)-3-(4-methoxybenzyloxy)-6-(methoxymethoxy)-1-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]nona-1,8-dien-4-yl 2-[bis(2,2,2-trifluoroethoxy)phosphoryl]acetate 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: 100.0%

: 1379586-87-4
(1E,3S,4S,6S)-3-(4-methoxybenzyloxy)-6-(methoxymethoxy)-1-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]nona-1,8-dien-4-ol

: 209065-57-6
2-[bis(2,2,2-trifluoroethoxy)phosphoryl]acetic acid

: 1379586-88-5
(1E,3S,4S,6S)-3-(4-methoxybenzyloxy)-6-(methoxymethoxy)-1-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]nona-1,8-dien-4-yl 2-[bis(2,2,2-trifluoroethoxy)phosphoryl]acetate

Guidance literature:: (1E,3S,4S,6S)-3-(4-methoxybenzyloxy)-6-(methoxymethoxy)-1-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]nona-1,8-dien-4-ol; 2-[bis(2,2,2-trifluoroethoxy)phosphoryl]acetic acid; With 2,4,6-trichlorobenzoyl chloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; for 0.166667h; Inert atmosphere;

With dmap; In benzene; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1002/chem.201102899

Reference yield:

: 936552-51-1
(S)-3-(methoxymethoxy)hex-5-enal

: 1379586-88-5
(1E,3S,4S,6S)-3-(4-methoxybenzyloxy)-6-(methoxymethoxy)-1-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]nona-1,8-dien-4-yl 2-[bis(2,2,2-trifluoroethoxy)phosphoryl]acetate

Guidance literature:: Multi-step reaction with 7 steps

1.1: (R,R)-(-)-2,6-bis[2-(hydroxyldiphenylmethyl)-1-pyrrolidinyl-methyl]-4-methylphenole; diethylzinc / tetrahydrofuran; hexane / 12 h / 20 °C / Inert atmosphere; Molecular sieve

2.1: camphor-10-sulfonic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere

3.1: sodium tetrahydroborate / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

4.1: Dess-Martin periodane / dichloromethane / 3 h / 0 - 20 °C

5.1: N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hexamethyldisilazane / tetrahydrofuran; N,N-dimethyl-formamide / 12 h / -35 - 20 °C / Inert atmosphere

6.1: diisobutylaluminium hydride / dichloromethane / -78 - 0 °C / Inert atmosphere

7.1: 2,4,6-trichlorobenzoyl chloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere

7.2: 2 h / 20 °C / Inert atmosphere

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; (R,R)-(-)-2,6-bis[2-(hydroxyldiphenylmethyl)-1-pyrrolidinyl-methyl]-4-methylphenole; 2,4,6-trichlorobenzoyl chloride; camphor-10-sulfonic acid; diethylzinc; diisobutylaluminium hydride; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; 1.1: Aldol reaction;
DOI:10.1002/chem.201102899

Reference yield:

: (5S)-1-(2-ethyl-1H-pyrrol-1-yl)-2,3-dihydroxy-5-(methoxymethoxy)oct-7-en-1-one

: 1379586-88-5
(1E,3S,4S,6S)-3-(4-methoxybenzyloxy)-6-(methoxymethoxy)-1-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]nona-1,8-dien-4-yl 2-[bis(2,2,2-trifluoroethoxy)phosphoryl]acetate

Guidance literature:: Multi-step reaction with 6 steps

1.1: camphor-10-sulfonic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere

2.1: sodium tetrahydroborate / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

3.1: Dess-Martin periodane / dichloromethane / 3 h / 0 - 20 °C

4.1: N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hexamethyldisilazane / tetrahydrofuran; N,N-dimethyl-formamide / 12 h / -35 - 20 °C / Inert atmosphere

5.1: diisobutylaluminium hydride / dichloromethane / -78 - 0 °C / Inert atmosphere

6.1: 2,4,6-trichlorobenzoyl chloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere

6.2: 2 h / 20 °C / Inert atmosphere

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; 2,4,6-trichlorobenzoyl chloride; camphor-10-sulfonic acid; diisobutylaluminium hydride; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/chem.201102899