(9S)-9-dihydro-9,11-O-isopropylidene-3,5-O-(p-methoxybenzylidene)erythronolide

Base Information

Chemical Name:(9S)-9-dihydro-9,11-O-isopropylidene-3,5-O-(p-methoxybenzylidene)erythronolide
CAS No.:138505-33-6
Molecular Formula:C₃₂H₅₀O₉
Molecular Weight:578.744
Hs Code.:

Synonyms:(9S)-9-dihydro-9,11-O-isopropylidene-3,5-O-(p-methoxybenzylidene)erythronolide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (9S)-9-dihydro-9,11-O-isopropylidene-3,5-O-(p-methoxybenzylidene)erythronolide

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Technology Process of (9S)-9-dihydro-9,11-O-isopropylidene-3,5-O-(p-methoxybenzylidene)erythronolide

There total 2 articles about (9S)-9-dihydro-9,11-O-isopropylidene-3,5-O-(p-methoxybenzylidene)erythronolide 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%

: 116-11-0
2-Methoxypropene

: 138505-32-5
(9S)-9-dihydro-3,5-O-(p-methoxybenzylidene)erythronolide A

: 138505-33-6
(9S)-9-dihydro-9,11-O-isopropylidene-3,5-O-(p-methoxybenzylidene)erythronolide

Guidance literature:: With pyridinium p-toluenesulfonate; In dichloromethane; at 25 ℃; for 1.5h;
DOI:10.1021/ja00118a008

Reference yield:

: 15562-19-3,28316-68-9
9S-Dihydroerythronolide A aglycon

: 138505-33-6
(9S)-9-dihydro-9,11-O-isopropylidene-3,5-O-(p-methoxybenzylidene)erythronolide

Guidance literature:: Multi-step reaction with 2 steps

1: 87 percent / DL-10-camphorsulfonic acid / CH₂Cl₂ / 72 h / -30 °C

2: 100 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 1.5 h / 25 °C

With camphor-10-sulfonic acid; pyridinium p-toluenesulfonate; In dichloromethane;
DOI:10.1021/ja00118a008

Reference yield:

: 138505-33-6
(9S)-9-dihydro-9,11-O-isopropylidene-3,5-O-(p-methoxybenzylidene)erythronolide

: 114-07-8
erythromycin

Guidance literature:: Multi-step reaction with 9 steps

1: 95 percent / H₂ / Pd(OH)2/C / ethyl acetate / 2 h / 25 °C

2: 63 percent / silver triflate, 4A molecular sieves / CH₂Cl₂; toluene / 4 h / 25 °C

3: 100 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 0.25 h / 25 °C

4: 90 percent / 4A molecular sieves, N-iodosuccinimide, TfOH / CH₂Cl₂ / 0.17 h / -35 °C

5: 66 percent / 50percent aq. AcOH / 12 h / 40 °C

6: 54 percent / H₂ / Raney Ni (W₄) / ethanol / 1.5 h / 40 °C

7: 99 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 0.17 h / 25 °C

8: 58 percent / bis(tri-n-butyltin) oxide, Br₂ / CH₂Cl₂ / 24 h / 25 °C

9: 84 percent / H₂ / Rany Ni (W₄) / ethanol / 1 h / 25 °C

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; hydrogen; bromine; silver trifluoromethanesulfonate; acetic acid; 3-chloro-benzenecarboperoxoic acid; bis(tri-n-butyltin)oxide; palladium dihydroxide; Raney Ni (W₄); Rany Ni (W₄); In ethanol; dichloromethane; ethyl acetate; toluene;
DOI:10.1021/ja00118a008