6''-dihydro-12S,13R-epoxy-3,5-isopropylidene-6''-O-(4-methoxybenzyl)leuconolide A₁

Base Information

• Chemical Name: 6''-dihydro-12S,13R-epoxy-3,5-isopropylidene-6''-O-(4-methoxybenzyl)leuconolide A₁
• CAS No.: 124781-27-7
• Molecular Formula: C₃₁H₄₆O₉
• Molecular Weight: 562.701

Synonyms:6''-dihydro-12S,13R-epoxy-3,5-isopropylidene-6''-O-(4-methoxybenzyl)leuconolide A₁

Chemical Property of 6''-dihydro-12S,13R-epoxy-3,5-isopropylidene-6''-O-(4-methoxybenzyl)leuconolide A₁

Chemical Property:

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Technology Process of 6''-dihydro-12S,13R-epoxy-3,5-isopropylidene-6''-O-(4-methoxybenzyl)leuconolide A₁

There total 6 articles about 6''-dihydro-12S,13R-epoxy-3,5-isopropylidene-6''-O-(4-methoxybenzyl)leuconolide A₁ 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%

(E)-(1R,5R,7R,9S,13R,15R,16S,20S)-20-Methoxy-15-[2-(4-methoxy-benzyloxy)-ethyl]-5,13,18,18-tetramethyl-4,8,17,19-tetraoxa-tricyclo[14.3.1.07,9]icos-10-ene-3,12-dione (124781-26-6) → (E)-(1R,5R,7R,9S,12R,13R,15R,16S,20S)-12-Hydroxy-20-methoxy-15-[2-(4-methoxy-benzyloxy)-ethyl]-5,13,18,18-tetramethyl-4,8,17,19-tetraoxa-tricyclo[14.3.1.07,9]icos-10-en-3-one (124781-27-7)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 ℃; for 0.0833333h;

DOI:10.1021/jo00291a002

Reference yield: 100.0%

6''-dihydro-12S,13R-epoxy-3,5-isopropylidene-6''-O-(4-methoxybenzyl)niddanolide (124781-26-6) → 6''-dihydro-12S,13R-epoxy-3,5-isopropylidene-6''-O-(4-methoxybenzyl)leuconolide A1 (124781-27-7)

Guidance literature:

With sodium tetrahydroborate; In methanol; for 0.166667h; Ambient temperature;

DOI:10.1016/S0040-4039(00)93447-6

Reference yield:

6-dihydro-6-O-(4-methoxybenzyl)-3,5-O-isopropylideneniddanolide (124781-20-0) → (E)-(1R,5R,7R,9S,12R,13R,15R,16S,20S)-12-Hydroxy-20-methoxy-15-[2-(4-methoxy-benzyloxy)-ethyl]-5,13,18,18-tetramethyl-4,8,17,19-tetraoxa-tricyclo[14.3.1.07,9]icos-10-en-3-one (124781-27-7)

Guidance literature:

Multi-step reaction with 2 steps

2: 100 percent / NaBH₄ / methanol / 0.08 h / 0 °C

With sodium tetrahydroborate; In methanol;

DOI:10.1021/jo00291a002

upstream raw materials:

(E)-(1R,5R,7R,9S,13R,15R,16S,20S)-20-Methoxy-15-[2-(4-methoxy-benzyloxy)-ethyl]-5,13,18,18-tetramethyl-4,8,17,19-tetraoxa-tricyclo[14.3.1.0^7,9]icos-10-ene-3,12-dione

6-dihydro-6-O-(4-methoxybenzyl)-3,5-O-isopropylideneniddanolide

6''-dihydro-12S,13R-epoxy-3,5-isopropylidene-6''-O-(4-methoxybenzyl)niddanolide

6''-dihydro-6''-O-(4-methoxybenzyl)niddanolide

Downstream raw materials:

9R-O-chloroacetyl-6''-dihydro-12S,13R-epoxy-3,5-isopropylidene-6''-O-(4-methoxybenzyl)leuconolide A₁

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