(3R,4S)-4-[(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]-hexan-3-ol

Base Information

Chemical Name:(3R,4S)-4-[(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]-hexan-3-ol
CAS No.:126419-22-5
Molecular Formula:C₄₄H₆₄O₈
Molecular Weight:720.987
Hs Code.:

(3R,4S)-4-[(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]-hexan-3-ol

Synonyms:(3R,4S)-4-[(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]-hexan-3-ol

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Chemical Property of (3R,4S)-4-[(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]-hexan-3-ol

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Technology Process of (3R,4S)-4-[(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]-hexan-3-ol

There total 11 articles about (3R,4S)-4-[(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]-hexan-3-ol 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: 98.0%

: 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

: 126419-22-5
(3R,4S)-4-[(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]-hexan-3-ol

Guidance literature:: With potassium hydroxide; In methanol; at 70 ℃; for 8h;
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

: 126419-22-5
(3R,4S)-4-[(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]-hexan-3-ol

Guidance literature:: Multi-step reaction with 7 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

With dmap; manganese(IV) oxide; potassium hydroxide; 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:

: 113643-44-0,113668-17-0,113668-18-1,113668-19-2
(R)-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-yne

: 126419-22-5
(3R,4S)-4-[(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]-hexan-3-ol

Guidance literature:: Multi-step reaction with 3 steps

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

2: 69 percent / 80percent AcOH / 12 h / Ambient temperature

3: 98 percent / 2N KOH / methanol / 8 h / 70 °C

With potassium hydroxide; hydrogen; acetic acid; Lindlar's catalyst; Lindlar catalyst; In methanol;
DOI:10.1248/cpb.37.1717