(R)-4-[(2S,9S,10S,12R,15R)-2-((2R,5R,6S)-5-Ethyl-5-hydroxy-6-methyl-tetrahydro-pyran-2-yl)-15-hydroxy-2,10,12-trimethyl-1,6,8-trioxa-dispiro[4.1.5.3]pentadec-13-en-9-yl]-hexan-3-one

Base Information

Chemical Name:(R)-4-[(2S,9S,10S,12R,15R)-2-((2R,5R,6S)-5-Ethyl-5-hydroxy-6-methyl-tetrahydro-pyran-2-yl)-15-hydroxy-2,10,12-trimethyl-1,6,8-trioxa-dispiro[4.1.5.3]pentadec-13-en-9-yl]-hexan-3-one
CAS No.:108194-54-3
Molecular Formula:C₂₉H₄₈O₇
Molecular Weight:508.696
Hs Code.:

(R)-4-[(2S,9S,10S,12R,15R)-2-((2R,5R,6S)-5-Ethyl-5-hydroxy-6-methyl-tetrahydro-pyran-2-yl)-15-hydroxy-2,10,12-trimethyl-1,6,8-trioxa-dispiro[4.1.5.3]pentadec-13-en-9-yl]-hexan-3-one

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Suppliers and Price of (R)-4-[(2S,9S,10S,12R,15R)-2-((2R,5R,6S)-5-Ethyl-5-hydroxy-6-methyl-tetrahydro-pyran-2-yl)-15-hydroxy-2,10,12-trimethyl-1,6,8-trioxa-dispiro[4.1.5.3]pentadec-13-en-9-yl]-hexan-3-one

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Chemical Property of (R)-4-[(2S,9S,10S,12R,15R)-2-((2R,5R,6S)-5-Ethyl-5-hydroxy-6-methyl-tetrahydro-pyran-2-yl)-15-hydroxy-2,10,12-trimethyl-1,6,8-trioxa-dispiro[4.1.5.3]pentadec-13-en-9-yl]-hexan-3-one

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Technology Process of (R)-4-[(2S,9S,10S,12R,15R)-2-((2R,5R,6S)-5-Ethyl-5-hydroxy-6-methyl-tetrahydro-pyran-2-yl)-15-hydroxy-2,10,12-trimethyl-1,6,8-trioxa-dispiro[4.1.5.3]pentadec-13-en-9-yl]-hexan-3-one

There total 28 articles about (R)-4-[(2S,9S,10S,12R,15R)-2-((2R,5R,6S)-5-Ethyl-5-hydroxy-6-methyl-tetrahydro-pyran-2-yl)-15-hydroxy-2,10,12-trimethyl-1,6,8-trioxa-dispiro[4.1.5.3]pentadec-13-en-9-yl]-hexan-3-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: 53.0%

: 113643-46-2,120330-24-7,120330-25-8
(2S,9S,10S,12R,13Z,15R)-2-<(2R,5R,6S)-benzyloxy-5-ethyl-6-methyltetrahydropyran-2-yl>-9-<(R)-1-ethyl-2-oxobutyl>-15-(4-methoxybenzyloxy)-2,10,12-trimethyl-1,6,8-trioxadispiro<4.1.5.3>pentadec-13-ene

: 108194-54-3,126454-05-5
(R)-4-[(2S,9S,10S,12R,15R)-2-((2R,5R,6S)-5-Ethyl-5-hydroxy-6-methyl-tetrahydro-pyran-2-yl)-15-hydroxy-2,10,12-trimethyl-1,6,8-trioxa-dispiro[4.1.5.3]pentadec-13-en-9-yl]-hexan-3-one

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; for 2h; 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

: 108194-54-3,126454-05-5
(R)-4-[(2S,9S,10S,12R,15R)-2-((2R,5R,6S)-5-Ethyl-5-hydroxy-6-methyl-tetrahydro-pyran-2-yl)-15-hydroxy-2,10,12-trimethyl-1,6,8-trioxa-dispiro[4.1.5.3]pentadec-13-en-9-yl]-hexan-3-one

Guidance literature:: Multi-step reaction with 9 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

7: 98 percent / 2N KOH / methanol / 8 h / 70 °C

8: 81 percent / PCC, mol. sieves 3A / CH₂Cl₂ / 4 h / Ambient temperature

9: 53 percent / DDQ / CH₂Cl₂; H₂O / 2 h / Ambient temperature

With dmap; manganese(IV) oxide; potassium hydroxide; n-butyllithium; 3 A molecular sieve; camphor-10-sulfonic acid; hydrogen; acetic acid; triethylamine; pyridinium chlorochromate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; Lindlar's catalyst; Lindlar catalyst; In methanol; dichloromethane; water;
DOI:10.1248/cpb.37.1717

Reference yield:

: 113643-43-9,113668-16-9,113724-46-2,113724-47-3,126454-04-4
(3R,4S)-4-{(2S,3S,5R)-6-[(R)-3-[(S)-5-((2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-2-methoxy-5-methyl-tetrahydro-furan-2-yl]-3-(4-methoxy-benzyloxy)-prop-1-ynyl]-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl}-hexan-3-ol

: 108194-54-3,126454-05-5
(R)-4-[(2S,9S,10S,12R,15R)-2-((2R,5R,6S)-5-Ethyl-5-hydroxy-6-methyl-tetrahydro-pyran-2-yl)-15-hydroxy-2,10,12-trimethyl-1,6,8-trioxa-dispiro[4.1.5.3]pentadec-13-en-9-yl]-hexan-3-one

Guidance literature:: Multi-step reaction with 6 steps

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

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

3: 69 percent / 80percent AcOH / 12 h / Ambient temperature

4: 98 percent / 2N KOH / methanol / 8 h / 70 °C

5: 81 percent / PCC, mol. sieves 3A / CH₂Cl₂ / 4 h / Ambient temperature

6: 53 percent / DDQ / CH₂Cl₂; H₂O / 2 h / Ambient temperature

With dmap; potassium hydroxide; 3 A molecular sieve; hydrogen; acetic acid; triethylamine; pyridinium chlorochromate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; Lindlar's catalyst; Lindlar catalyst; In methanol; dichloromethane; water;
DOI:10.1248/cpb.37.1717