Acetic acid (1R,2S)-2-[(2S,9S,10S,12R,15R)-2-((2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-15-(4-methoxy-benzyloxy)-2,10,12-trimethyl-1,6,8-trioxa-dispiro[4.1.5.3]pentadec-13-en-9-yl]-1-ethyl-butyl ester

Base Information

Chemical Name:Acetic acid (1R,2S)-2-[(2S,9S,10S,12R,15R)-2-((2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-15-(4-methoxy-benzyloxy)-2,10,12-trimethyl-1,6,8-trioxa-dispiro[4.1.5.3]pentadec-13-en-9-yl]-1-ethyl-butyl ester
CAS No.:126365-87-5
Molecular Formula:C₄₆H₆₆O₉
Molecular Weight:763.025
Hs Code.:

Acetic acid (1R,2S)-2-[(2S,9S,10S,12R,15R)-2-((2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-15-(4-methoxy-benzyloxy)-2,10,12-trimethyl-1,6,8-trioxa-dispiro[4.1.5.3]pentadec-13-en-9-yl]-1-ethyl-butyl ester

Synonyms:Acetic acid (1R,2S)-2-[(2S,9S,10S,12R,15R)-2-((2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-15-(4-methoxy-benzyloxy)-2,10,12-trimethyl-1,6,8-trioxa-dispiro[4.1.5.3]pentadec-13-en-9-yl]-1-ethyl-butyl ester

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Chemical Property of Acetic acid (1R,2S)-2-[(2S,9S,10S,12R,15R)-2-((2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-15-(4-methoxy-benzyloxy)-2,10,12-trimethyl-1,6,8-trioxa-dispiro[4.1.5.3]pentadec-13-en-9-yl]-1-ethyl-butyl ester

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Technology Process of Acetic acid (1R,2S)-2-[(2S,9S,10S,12R,15R)-2-((2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-15-(4-methoxy-benzyloxy)-2,10,12-trimethyl-1,6,8-trioxa-dispiro[4.1.5.3]pentadec-13-en-9-yl]-1-ethyl-butyl ester

There total 10 articles about Acetic acid (1R,2S)-2-[(2S,9S,10S,12R,15R)-2-((2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-15-(4-methoxy-benzyloxy)-2,10,12-trimethyl-1,6,8-trioxa-dispiro[4.1.5.3]pentadec-13-en-9-yl]-1-ethyl-butyl 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: 69.0%

: 113643-45-1
(1Z,3R)-1-<(3R,5R,6S)-6-<(1R,2R)-2-acetoxy-1-ethylbutyl>-2-methoxy-3,5-dimethyltetrahydropyran-2-yl>-3-<(5S)-5-<(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran-2-yl>-2-methoxy-5-methyltetrahydrofuran-2-yl>-3-(4-methoxybenzyloxy)prop-1-ene

: 126365-87-5
Acetic acid (1R,2S)-2-[(2S,9S,10S,12R,15R)-2-((2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-15-(4-methoxy-benzyloxy)-2,10,12-trimethyl-1,6,8-trioxa-dispiro[4.1.5.3]pentadec-13-en-9-yl]-1-ethyl-butyl ester

Guidance literature:: With acetic acid; for 12h; Ambient temperature;
DOI:10.1248/cpb.37.1717

Reference yield:

: 113643-42-8,126455-57-0,126455-58-1
(R)-3-<(2R,5S)-5-<(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran-yl>-2-methoxy-5-methyltetrahydrofuran-2-yl>-3-(4-methoxybenzyloxy)prop-1-yne

: 126365-87-5
Acetic acid (1R,2S)-2-[(2S,9S,10S,12R,15R)-2-((2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-15-(4-methoxy-benzyloxy)-2,10,12-trimethyl-1,6,8-trioxa-dispiro[4.1.5.3]pentadec-13-en-9-yl]-1-ethyl-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1) n-BuLi / 1) hexane, THF, -78 deg C, 1 h, 2) hexane, THF, -78 to -20 deg C, 2 h

2: 100 percent / MnO₂ / CH₂Cl₂ / 18 h / Ambient temperature

3: 96 percent / CSA / 0.67 h / Ambient temperature

4: Et₃N, DMAP / CH₂Cl₂ / 0.5 h / Ambient temperature

5: hydrogen / Pd/CaCO₃/Pb (Lindlar cat.) / methanol / add of AcOH

6: 69 percent / 80percent AcOH / 12 h / Ambient temperature

With dmap; manganese(IV) oxide; n-butyllithium; camphor-10-sulfonic acid; hydrogen; acetic acid; triethylamine; Lindlar's catalyst; Lindlar catalyst; In methanol; dichloromethane;
DOI:10.1248/cpb.37.1717

Reference yield:

: 126365-86-4
(1R,5R,7S)-1-[(S)-5-((2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-2-methoxy-5-methyl-tetrahydro-furan-2-yl]-7-((4S,5S,6R)-5,6-diethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-1-(4-methoxy-benzyloxy)-5-methyl-oct-2-yn-4-ol

: 126365-87-5
Acetic acid (1R,2S)-2-[(2S,9S,10S,12R,15R)-2-((2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-15-(4-methoxy-benzyloxy)-2,10,12-trimethyl-1,6,8-trioxa-dispiro[4.1.5.3]pentadec-13-en-9-yl]-1-ethyl-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / MnO₂ / CH₂Cl₂ / 18 h / Ambient temperature

2: 96 percent / CSA / 0.67 h / Ambient temperature

3: Et₃N, DMAP / CH₂Cl₂ / 0.5 h / Ambient temperature

4: hydrogen / Pd/CaCO₃/Pb (Lindlar cat.) / methanol / add of AcOH

5: 69 percent / 80percent AcOH / 12 h / Ambient temperature

With dmap; manganese(IV) oxide; camphor-10-sulfonic acid; hydrogen; acetic acid; triethylamine; Lindlar's catalyst; Lindlar catalyst; In methanol; dichloromethane;
DOI:10.1248/cpb.37.1717