Carbonic acid (2R,3S,4S,5R,6S)-6-[3-allyloxy-2-(3-benzofuran-5-yl-propionyl)-5-methyl-phenoxy]-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester 2-methoxy-ethyl ester

Base Information

Chemical Name:Carbonic acid (2R,3S,4S,5R,6S)-6-[3-allyloxy-2-(3-benzofuran-5-yl-propionyl)-5-methyl-phenoxy]-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester 2-methoxy-ethyl ester
CAS No.:209746-65-6
Molecular Formula:C₃₁H₃₆O₁₂
Molecular Weight:600.62
Hs Code.:

Carbonic acid (2R,3S,4S,5R,6S)-6-[3-allyloxy-2-(3-benzofuran-5-yl-propionyl)-5-methyl-phenoxy]-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester 2-methoxy-ethyl ester

Synonyms:Carbonic acid (2R,3S,4S,5R,6S)-6-[3-allyloxy-2-(3-benzofuran-5-yl-propionyl)-5-methyl-phenoxy]-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester 2-methoxy-ethyl ester

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Chemical Property of Carbonic acid (2R,3S,4S,5R,6S)-6-[3-allyloxy-2-(3-benzofuran-5-yl-propionyl)-5-methyl-phenoxy]-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester 2-methoxy-ethyl ester

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Technology Process of Carbonic acid (2R,3S,4S,5R,6S)-6-[3-allyloxy-2-(3-benzofuran-5-yl-propionyl)-5-methyl-phenoxy]-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester 2-methoxy-ethyl ester

There total 9 articles about Carbonic acid (2R,3S,4S,5R,6S)-6-[3-allyloxy-2-(3-benzofuran-5-yl-propionyl)-5-methyl-phenoxy]-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester 2-methoxy-ethyl 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:

: 504-15-4
orcinol

: 209746-65-6
Carbonic acid (2R,3S,4S,5R,6S)-6-[3-allyloxy-2-(3-benzofuran-5-yl-propionyl)-5-methyl-phenoxy]-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester 2-methoxy-ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: pyridine

2.1: AlCl₃ / 1.5 h / 145 - 150 °C

3.1: 85 percent aq. H₂SO₄ / 2 h / 20 °C

4.1: 81 percent / benzyltributylammonium chloride; aq. K₂CO₃ / CHCl₃ / 27 h / 20 °C

5.1: 50 percent aq. KOH / ethanol / 0.17 h / 20 °C

5.2: ethanol / 16 h / 20 °C

6.1: 4-(dimethylamino)pyridine / 10 percent Pt/C / ethanol; H₂O / 9 h / 20 °C

7.1: 94 percent / K₂CO₃ / dimethylformamide / 10 h / 20 °C

8.1: 2,4,6-collidine / CH₂Cl₂ / 2.5 h / -40 - 20 °C

With pyridine; 2,4,6-trimethyl-pyridine; dmap; potassium hydroxide; aluminium trichloride; sulfuric acid; benzyltri(n-butyl)ammonium chloride; potassium carbonate; platinum on activated charcoal; In ethanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; 1.1: Acetylation / 2.1: Fries rearrangement / 3.1: Deacetylation / 4.1: glycosylation / 5.1: Deacetylation / 5.2: Condensation / 6.1: Catalytic hydrogenation / 7.1: Alkylation / 8.1: Acylation;
DOI:10.1021/jm990175n

Reference yield:

: 13444-19-4
2,4-diacetyl-5-methyl-resorcinol

: 209746-65-6
Carbonic acid (2R,3S,4S,5R,6S)-6-[3-allyloxy-2-(3-benzofuran-5-yl-propionyl)-5-methyl-phenoxy]-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester 2-methoxy-ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 85 percent aq. H₂SO₄ / 2 h / 20 °C

2.1: 81 percent / benzyltributylammonium chloride; aq. K₂CO₃ / CHCl₃ / 27 h / 20 °C

3.1: 50 percent aq. KOH / ethanol / 0.17 h / 20 °C

3.2: ethanol / 16 h / 20 °C

4.1: 4-(dimethylamino)pyridine / 10 percent Pt/C / ethanol; H₂O / 9 h / 20 °C

5.1: 94 percent / K₂CO₃ / dimethylformamide / 10 h / 20 °C

6.1: 2,4,6-collidine / CH₂Cl₂ / 2.5 h / -40 - 20 °C

With 2,4,6-trimethyl-pyridine; dmap; potassium hydroxide; sulfuric acid; benzyltri(n-butyl)ammonium chloride; potassium carbonate; platinum on activated charcoal; In ethanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; 1.1: Deacetylation / 2.1: glycosylation / 3.1: Deacetylation / 3.2: Condensation / 4.1: Catalytic hydrogenation / 5.1: Alkylation / 6.1: Acylation;
DOI:10.1021/jm990175n

Reference yield:

: 1634-34-0
2',6'-dihydroxy-4'-methylacetophenone

: 209746-65-6
Carbonic acid (2R,3S,4S,5R,6S)-6-[3-allyloxy-2-(3-benzofuran-5-yl-propionyl)-5-methyl-phenoxy]-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester 2-methoxy-ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 81 percent / benzyltributylammonium chloride; aq. K₂CO₃ / CHCl₃ / 27 h / 20 °C

2.1: 50 percent aq. KOH / ethanol / 0.17 h / 20 °C

2.2: ethanol / 16 h / 20 °C

3.1: 4-(dimethylamino)pyridine / 10 percent Pt/C / ethanol; H₂O / 9 h / 20 °C

4.1: 94 percent / K₂CO₃ / dimethylformamide / 10 h / 20 °C

5.1: 2,4,6-collidine / CH₂Cl₂ / 2.5 h / -40 - 20 °C

With 2,4,6-trimethyl-pyridine; dmap; potassium hydroxide; benzyltri(n-butyl)ammonium chloride; potassium carbonate; platinum on activated charcoal; In ethanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; 1.1: glycosylation / 2.1: Deacetylation / 2.2: Condensation / 3.1: Catalytic hydrogenation / 4.1: Alkylation / 5.1: Acylation;
DOI:10.1021/jm990175n