Acetic acid (R)-3-benzyloxy-9-((2R,4R,5R,6R)-4,5-diacetoxy-6-methyl-tetrahydro-pyran-2-yl)-5-hydroxy-3-methyl-1,7,12-trioxo-1,2,3,4,7,12-hexahydro-benzo[a]anthracen-8-yl ester

Base Information

Chemical Name:Acetic acid (R)-3-benzyloxy-9-((2R,4R,5R,6R)-4,5-diacetoxy-6-methyl-tetrahydro-pyran-2-yl)-5-hydroxy-3-methyl-1,7,12-trioxo-1,2,3,4,7,12-hexahydro-benzo[a]anthracen-8-yl ester
CAS No.:166757-93-3
Molecular Formula:C₃₈H₃₆O₁₂
Molecular Weight:684.697
Hs Code.:

Acetic acid (R)-3-benzyloxy-9-((2R,4R,5R,6R)-4,5-diacetoxy-6-methyl-tetrahydro-pyran-2-yl)-5-hydroxy-3-methyl-1,7,12-trioxo-1,2,3,4,7,12-hexahydro-benzo[a]anthracen-8-yl ester

Synonyms:Acetic acid (R)-3-benzyloxy-9-((2R,4R,5R,6R)-4,5-diacetoxy-6-methyl-tetrahydro-pyran-2-yl)-5-hydroxy-3-methyl-1,7,12-trioxo-1,2,3,4,7,12-hexahydro-benzo[a]anthracen-8-yl ester

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Chemical Property of Acetic acid (R)-3-benzyloxy-9-((2R,4R,5R,6R)-4,5-diacetoxy-6-methyl-tetrahydro-pyran-2-yl)-5-hydroxy-3-methyl-1,7,12-trioxo-1,2,3,4,7,12-hexahydro-benzo[a]anthracen-8-yl ester

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Technology Process of Acetic acid (R)-3-benzyloxy-9-((2R,4R,5R,6R)-4,5-diacetoxy-6-methyl-tetrahydro-pyran-2-yl)-5-hydroxy-3-methyl-1,7,12-trioxo-1,2,3,4,7,12-hexahydro-benzo[a]anthracen-8-yl ester

There total 19 articles about Acetic acid (R)-3-benzyloxy-9-((2R,4R,5R,6R)-4,5-diacetoxy-6-methyl-tetrahydro-pyran-2-yl)-5-hydroxy-3-methyl-1,7,12-trioxo-1,2,3,4,7,12-hexahydro-benzo[a]anthracen-8-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: 72.0%

: 166757-91-1
C₄₁H₄₄O₁₃

: 166757-92-2
Acetic acid (R)-3-benzyloxy-9-((2R,4R,5R,6R)-4,5-diacetoxy-6-methyl-tetrahydro-pyran-2-yl)-3-methyl-1,7,12-trioxo-1,2,3,4,7,12-hexahydro-benzo[a]anthracen-8-yl ester

: 166757-93-3
Acetic acid (R)-3-benzyloxy-9-((2R,4R,5R,6R)-4,5-diacetoxy-6-methyl-tetrahydro-pyran-2-yl)-5-hydroxy-3-methyl-1,7,12-trioxo-1,2,3,4,7,12-hexahydro-benzo[a]anthracen-8-yl ester

Guidance literature:: With N-methyl-2-indolinone; In dichloromethane; at 20 ℃;
DOI:10.1021/ja00137a026

Reference yield:

: 194656-96-7
Acetic acid 5-benzyloxy-2-((2R,4R,5R,6R)-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-naphthalen-1-yl ester

: 166757-93-3
Acetic acid (R)-3-benzyloxy-9-((2R,4R,5R,6R)-4,5-diacetoxy-6-methyl-tetrahydro-pyran-2-yl)-5-hydroxy-3-methyl-1,7,12-trioxo-1,2,3,4,7,12-hexahydro-benzo[a]anthracen-8-yl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 99 percent / H₂ / 5percent Pd/C / ethanol / 20 °C

2: 1.) NBS, aq. HOAc, 2.) 70percent aq. HClO₄ / 1.) 70 deg C, 2.) ethyl acetate, 0 deg C

3: 72 percent / benzene / 10 h / Heating

4: OsO₄, NMO / acetone; H₂O; 2-methyl-propan-2-ol

5: p-TSA

6: SiO₂ / ethyl acetate

7: 100 percent / Dess-Martin periodinane / CH₂Cl₂ / 20 °C

8: 72 percent / NMO / CH₂Cl₂ / 20 °C

With N-Bromosuccinimide; osmium(VIII) oxide; perchloric acid; N-methyl-2-indolinone; hydrogen; silica gel; Dess-Martin periodane; toluene-4-sulfonic acid; acetic acid; palladium on activated charcoal; In ethanol; dichloromethane; water; ethyl acetate; acetone; tert-butyl alcohol; benzene;
DOI:10.1021/ja00137a026

Reference yield:

: 166941-78-2
5-Benzyloxy-2-((2R,4R,5R,6R)-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-naphthalen-1-ol

: 166757-93-3
Acetic acid (R)-3-benzyloxy-9-((2R,4R,5R,6R)-4,5-diacetoxy-6-methyl-tetrahydro-pyran-2-yl)-5-hydroxy-3-methyl-1,7,12-trioxo-1,2,3,4,7,12-hexahydro-benzo[a]anthracen-8-yl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 100 percent / DMAP, pyridine / 20 °C

2: 99 percent / H₂ / 5percent Pd/C / ethanol / 20 °C

3: 1.) NBS, aq. HOAc, 2.) 70percent aq. HClO₄ / 1.) 70 deg C, 2.) ethyl acetate, 0 deg C

4: 72 percent / benzene / 10 h / Heating

5: OsO₄, NMO / acetone; H₂O; 2-methyl-propan-2-ol

6: p-TSA

7: SiO₂ / ethyl acetate

8: 100 percent / Dess-Martin periodinane / CH₂Cl₂ / 20 °C

9: 72 percent / NMO / CH₂Cl₂ / 20 °C

With pyridine; dmap; N-Bromosuccinimide; osmium(VIII) oxide; perchloric acid; N-methyl-2-indolinone; hydrogen; silica gel; Dess-Martin periodane; toluene-4-sulfonic acid; acetic acid; palladium on activated charcoal; In ethanol; dichloromethane; water; ethyl acetate; acetone; tert-butyl alcohol; benzene;
DOI:10.1021/ja00137a026