(1S,9R,12R)-3-Hydroxy-12-(5-hydroxy-2,4-dimethoxy-3-methyl-benzyl)-4-(3-hydroxy-propoxy)-6-methoxy-5-methyl-11,13-diaza-tricyclo[7.3.1.0^2,7]trideca-2,4,6-trien-10-one

Base Information

• Chemical Name: (1S,9R,12R)-3-Hydroxy-12-(5-hydroxy-2,4-dimethoxy-3-methyl-benzyl)-4-(3-hydroxy-propoxy)-6-methoxy-5-methyl-11,13-diaza-tricyclo[7.3.1.0^2,7]trideca-2,4,6-trien-10-one
• CAS No.: 132277-57-7
• Molecular Formula: C₂₆H₃₄N₂O₈
• Molecular Weight: 502.565

Synonyms:(1S,9R,12R)-3-Hydroxy-12-(5-hydroxy-2,4-dimethoxy-3-methyl-benzyl)-4-(3-hydroxy-propoxy)-6-methoxy-5-methyl-11,13-diaza-tricyclo[7.3.1.0^2,7]trideca-2,4,6-trien-10-one

Chemical Property of (1S,9R,12R)-3-Hydroxy-12-(5-hydroxy-2,4-dimethoxy-3-methyl-benzyl)-4-(3-hydroxy-propoxy)-6-methoxy-5-methyl-11,13-diaza-tricyclo[7.3.1.0^2,7]trideca-2,4,6-trien-10-one

Chemical Property:

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Technology Process of (1S,9R,12R)-3-Hydroxy-12-(5-hydroxy-2,4-dimethoxy-3-methyl-benzyl)-4-(3-hydroxy-propoxy)-6-methoxy-5-methyl-11,13-diaza-tricyclo[7.3.1.0^2,7]trideca-2,4,6-trien-10-one

There total 5 articles about (1S,9R,12R)-3-Hydroxy-12-(5-hydroxy-2,4-dimethoxy-3-methyl-benzyl)-4-(3-hydroxy-propoxy)-6-methoxy-5-methyl-11,13-diaza-tricyclo[7.3.1.0^2,7]trideca-2,4,6-trien-10-one 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: 70.0%

(1R,9S)-12-[1-(5-Benzyloxy-2,4-dimethoxy-3-methyl-phenyl)-meth-(Z)-ylidene]-3-hydroxy-4-(3-hydroxy-propoxy)-6-methoxy-5-methyl-10-oxo-11,13-diaza-tricyclo[7.3.1.02,7]trideca-2,4,6-triene-13-carboxylic acid benzyl ester (132277-56-6) → (1S,9R,12R)-3-Hydroxy-12-(5-hydroxy-2,4-dimethoxy-3-methyl-benzyl)-4-(3-hydroxy-propoxy)-6-methoxy-5-methyl-11,13-diaza-tricyclo[7.3.1.02,7]trideca-2,4,6-trien-10-one (132277-57-7)

Guidance literature:

With hydrogen; Raney nickel W₂; In ethanol; at 80 ℃; under 62057.8 Torr;

DOI:10.1016/S0040-4039(00)98010-9

Reference yield:

5-(benzyloxy)-2,4-dimethoxy-3-methylbenzaldehyde (82622-02-4) → (1S,9R,12R)-3-Hydroxy-12-(5-hydroxy-2,4-dimethoxy-3-methyl-benzyl)-4-(3-hydroxy-propoxy)-6-methoxy-5-methyl-11,13-diaza-tricyclo[7.3.1.02,7]trideca-2,4,6-trien-10-one (132277-57-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 1) t-BuOK 2) DBU / 1) THF, -78 deg C 2) 0 deg C

2: NaBH₄, AcOH / ethanol / 0 °C

3: 1) HCO₂H 2) NaOH / 1) 55 deg C 2) MeOH, 23 deg C

4: 70 percent / H₂ / Raney Nickel W₂ / ethanol / 80 °C / 62057.8 Torr

With sodium hydroxide; sodium tetrahydroborate; formic acid; potassium tert-butylate; hydrogen; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; Raney nickel W₂; In ethanol;

DOI:10.1016/S0040-4039(00)98010-9

Reference yield:

4-Acetyl-2-(4-{3-[diphenyl-(1,1,2-trimethyl-propyl)-silanyloxy]-propoxy}-2-methoxy-5-methoxymethoxy-3-methyl-benzyl)-3,6-dioxo-piperazine-1-carboxylic acid benzyl ester → (1S,9R,12R)-3-Hydroxy-12-(5-hydroxy-2,4-dimethoxy-3-methyl-benzyl)-4-(3-hydroxy-propoxy)-6-methoxy-5-methyl-11,13-diaza-tricyclo[7.3.1.02,7]trideca-2,4,6-trien-10-one (132277-57-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 1) t-BuOK 2) DBU / 1) THF, -78 deg C 2) 0 deg C

2: NaBH₄, AcOH / ethanol / 0 °C

3: 1) HCO₂H 2) NaOH / 1) 55 deg C 2) MeOH, 23 deg C

4: 70 percent / H₂ / Raney Nickel W₂ / ethanol / 80 °C / 62057.8 Torr

With sodium hydroxide; sodium tetrahydroborate; formic acid; potassium tert-butylate; hydrogen; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; Raney nickel W₂; In ethanol;

DOI:10.1016/S0040-4039(00)98010-9

upstream raw materials:

(1R,9S)-12-[1-(5-Benzyloxy-2,4-dimethoxy-3-methyl-phenyl)-meth-(Z)-ylidene]-3-hydroxy-4-(3-hydroxy-propoxy)-6-methoxy-5-methyl-10-oxo-11,13-diaza-tricyclo[7.3.1.0^2,7]trideca-2,4,6-triene-13-carboxylic acid benzyl ester

5-(benzyloxy)-2,4-dimethoxy-3-methylbenzaldehyde

Downstream raw materials:

(1R,8S,9R,12S)-12-(5-Hydroxy-2,4-dimethoxy-3-methyl-benzyl)-4,6-dimethoxy-5,13-dimethyl-11,13-diaza-tricyclo[7.3.1.0^2,7]trideca-2,4,6-triene-3,8-diol

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