Benzoic acid (S)-1-[(R)-1-((S)-2-{(2R,5S)-5-[(S)-1-((1R,3R)-3-benzyloxymethoxy-1-vinyl-pentyloxycarbonyl)-ethyl]-tetrahydro-furan-2-yl}-1-methyl-ethoxycarbonyl)-ethyl]-allyl ester

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Chemical Name:Benzoic acid (S)-1-[(R)-1-((S)-2-{(2R,5S)-5-[(S)-1-((1R,3R)-3-benzyloxymethoxy-1-vinyl-pentyloxycarbonyl)-ethyl]-tetrahydro-furan-2-yl}-1-methyl-ethoxycarbonyl)-ethyl]-allyl ester
CAS No.:849482-31-1
Molecular Formula:C₃₈H₅₀O₉
Molecular Weight:650.81
Hs Code.:

Benzoic acid (S)-1-[(R)-1-((S)-2-{(2R,5S)-5-[(S)-1-((1R,3R)-3-benzyloxymethoxy-1-vinyl-pentyloxycarbonyl)-ethyl]-tetrahydro-furan-2-yl}-1-methyl-ethoxycarbonyl)-ethyl]-allyl ester

Synonyms:Benzoic acid (S)-1-[(R)-1-((S)-2-{(2R,5S)-5-[(S)-1-((1R,3R)-3-benzyloxymethoxy-1-vinyl-pentyloxycarbonyl)-ethyl]-tetrahydro-furan-2-yl}-1-methyl-ethoxycarbonyl)-ethyl]-allyl ester

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Chemical Property of Benzoic acid (S)-1-[(R)-1-((S)-2-{(2R,5S)-5-[(S)-1-((1R,3R)-3-benzyloxymethoxy-1-vinyl-pentyloxycarbonyl)-ethyl]-tetrahydro-furan-2-yl}-1-methyl-ethoxycarbonyl)-ethyl]-allyl ester

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Technology Process of Benzoic acid (S)-1-[(R)-1-((S)-2-{(2R,5S)-5-[(S)-1-((1R,3R)-3-benzyloxymethoxy-1-vinyl-pentyloxycarbonyl)-ethyl]-tetrahydro-furan-2-yl}-1-methyl-ethoxycarbonyl)-ethyl]-allyl ester

There total 20 articles about Benzoic acid (S)-1-[(R)-1-((S)-2-{(2R,5S)-5-[(S)-1-((1R,3R)-3-benzyloxymethoxy-1-vinyl-pentyloxycarbonyl)-ethyl]-tetrahydro-furan-2-yl}-1-methyl-ethoxycarbonyl)-ethyl]-allyl 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:

: 849482-33-3
(3R,5S)-5-Benzyloxy-hexane-1,3-diol

: 849482-31-1
Benzoic acid (S)-1-[(R)-1-((S)-2-{(2R,5S)-5-[(S)-1-((1R,3R)-3-benzyloxymethoxy-1-vinyl-pentyloxycarbonyl)-ethyl]-tetrahydro-furan-2-yl}-1-methyl-ethoxycarbonyl)-ethyl]-allyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: 95 percent / Et₃N / CH₂Cl₂ / 8 h / 0 °C

2.1: 74 percent / PPTS / benzene / 4 h / Heating

3.1: 85 percent / NaI / acetone / 3 h / Heating

4.1: 92 percent / n-Bu₃SnH; Et₃B / toluene; hexane / 1 h / -78 °C

5.1: 86 percent / H₂ / Pd/C / methanol / 0.5 h

6.1: 98 percent / 2,6-lutidine / CH₂Cl₂ / 6 h / 20 °C

7.1: 98 percent / LiOH*H₂O / methanol; H₂O / 5 h / 20 °C

8.1: Et₃N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 2 h / 20 °C

8.2: 98 percent / DMAP / benzene / 2 h / 20 °C

9.1: 92 percent / HCl / methanol / 1 h / 20 °C

10.1: Et₃N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 2 h / 20 °C

10.2: 92 percent / DMAP / benzene / 5 h / 20 °C

With 2,6-dimethylpyridine; hydrogenchloride; lithium hydroxide; triethyl borane; 2,4,6-trichlorobenzoyl chloride; hydrogen; tri-n-butyl-tin hydride; pyridinium p-toluenesulfonate; triethylamine; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane; water; acetone; toluene; benzene; 8.1: Yamaguchi esterification;
DOI:10.1021/ol0500160

Reference yield:

: 849482-18-4
((2S,4S,6S)-6-Methyl-2-phenyl-[1,3]dioxan-4-yl)-acetic acid tert-butyl ester

: 849482-31-1
Benzoic acid (S)-1-[(R)-1-((S)-2-{(2R,5S)-5-[(S)-1-((1R,3R)-3-benzyloxymethoxy-1-vinyl-pentyloxycarbonyl)-ethyl]-tetrahydro-furan-2-yl}-1-methyl-ethoxycarbonyl)-ethyl]-allyl ester

Guidance literature:: Multi-step reaction with 11 steps

1.1: 80 percent / LiAlH₄; AlCl₃ / diethyl ether; CH₂Cl₂ / 1 h / 0 °C

2.1: 95 percent / Et₃N / CH₂Cl₂ / 8 h / 0 °C

3.1: 74 percent / PPTS / benzene / 4 h / Heating

4.1: 85 percent / NaI / acetone / 3 h / Heating

5.1: 92 percent / n-Bu₃SnH; Et₃B / toluene; hexane / 1 h / -78 °C

6.1: 86 percent / H₂ / Pd/C / methanol / 0.5 h

7.1: 98 percent / 2,6-lutidine / CH₂Cl₂ / 6 h / 20 °C

8.1: 98 percent / LiOH*H₂O / methanol; H₂O / 5 h / 20 °C

9.1: Et₃N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 2 h / 20 °C

9.2: 98 percent / DMAP / benzene / 2 h / 20 °C

10.1: 92 percent / HCl / methanol / 1 h / 20 °C

11.1: Et₃N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 2 h / 20 °C

11.2: 92 percent / DMAP / benzene / 5 h / 20 °C

With 2,6-dimethylpyridine; hydrogenchloride; lithium hydroxide; lithium aluminium tetrahydride; aluminium trichloride; triethyl borane; 2,4,6-trichlorobenzoyl chloride; hydrogen; tri-n-butyl-tin hydride; pyridinium p-toluenesulfonate; triethylamine; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; acetone; toluene; benzene; 9.1: Yamaguchi esterification;
DOI:10.1021/ol0500160

Reference yield:

: 479064-31-8
(S)-2-[(2S,5R)-5-((S)-2-Benzyloxy-propyl)-tetrahydro-furan-2-yl]-propionic acid methyl ester

: 849482-31-1
Benzoic acid (S)-1-[(R)-1-((S)-2-{(2R,5S)-5-[(S)-1-((1R,3R)-3-benzyloxymethoxy-1-vinyl-pentyloxycarbonyl)-ethyl]-tetrahydro-furan-2-yl}-1-methyl-ethoxycarbonyl)-ethyl]-allyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 86 percent / H₂ / Pd/C / methanol / 0.5 h

2.1: 98 percent / 2,6-lutidine / CH₂Cl₂ / 6 h / 20 °C

3.1: 98 percent / LiOH*H₂O / methanol; H₂O / 5 h / 20 °C

4.1: Et₃N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 2 h / 20 °C

4.2: 98 percent / DMAP / benzene / 2 h / 20 °C

5.1: 92 percent / HCl / methanol / 1 h / 20 °C

6.1: Et₃N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 2 h / 20 °C

6.2: 92 percent / DMAP / benzene / 5 h / 20 °C

With 2,6-dimethylpyridine; hydrogenchloride; lithium hydroxide; 2,4,6-trichlorobenzoyl chloride; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; 4.1: Yamaguchi esterification;
DOI:10.1021/ol0500160