(4R,10S,11R,12S,15S)-15-(3-Benzyloxy-phenyl)-1,1,15-trimethoxy-11-methoxymethoxy-4,6,6,10,12-pentamethyl-pentadec-8-yne-3,7-dione

Base Information

Chemical Name:(4R,10S,11R,12S,15S)-15-(3-Benzyloxy-phenyl)-1,1,15-trimethoxy-11-methoxymethoxy-4,6,6,10,12-pentamethyl-pentadec-8-yne-3,7-dione
CAS No.:159751-76-5
Molecular Formula:C₃₈H₅₄O₈
Molecular Weight:638.842
Hs Code.:

Synonyms:(4R,10S,11R,12S,15S)-15-(3-Benzyloxy-phenyl)-1,1,15-trimethoxy-11-methoxymethoxy-4,6,6,10,12-pentamethyl-pentadec-8-yne-3,7-dione

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Chemical Property of (4R,10S,11R,12S,15S)-15-(3-Benzyloxy-phenyl)-1,1,15-trimethoxy-11-methoxymethoxy-4,6,6,10,12-pentamethyl-pentadec-8-yne-3,7-dione

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Technology Process of (4R,10S,11R,12S,15S)-15-(3-Benzyloxy-phenyl)-1,1,15-trimethoxy-11-methoxymethoxy-4,6,6,10,12-pentamethyl-pentadec-8-yne-3,7-dione

There total 15 articles about (4R,10S,11R,12S,15S)-15-(3-Benzyloxy-phenyl)-1,1,15-trimethoxy-11-methoxymethoxy-4,6,6,10,12-pentamethyl-pentadec-8-yne-3,7-dione 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: 85.0%

: 159751-75-4
(2R,8S,9R,10S,13S)-13-(3-Benzyloxy-phenyl)-2-[2-(2,2-dimethoxy-ethyl)-[1,3]dithian-2-yl]-13-methoxy-9-methoxymethoxy-4,4,8,10-tetramethyl-tridec-6-yn-5-one

: 159751-76-5
(4R,10S,11R,12S,15S)-15-(3-Benzyloxy-phenyl)-1,1,15-trimethoxy-11-methoxymethoxy-4,6,6,10,12-pentamethyl-pentadec-8-yne-3,7-dione

Guidance literature:: With N-chloro-succinimide; water; silver nitrate; In acetonitrile;
DOI:10.1016/S0040-4039(00)73355-7

Reference yield:

: 159751-62-9
(R)-5-Benzyloxymethoxy-2,2,4-trimethyl-pentanoic acid ethyl ester

: 159751-76-5
(4R,10S,11R,12S,15S)-15-(3-Benzyloxy-phenyl)-1,1,15-trimethoxy-11-methoxymethoxy-4,6,6,10,12-pentamethyl-pentadec-8-yne-3,7-dione

Guidance literature:: Multi-step reaction with 11 steps

1: 92 percent / H₂ / Pd-black / ethanol

2: (COCl)2, Et₃N, DMSO / CH₂Cl₂

3: BF₃*OEt₂ / CH₂Cl₂

4: 93 percent / LiAlH₄ / diethyl ether

5: 98 percent / imidazole / dimethylformamide

6: 99 percent / t-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide

7: 93 percent / n-Bu₄NF / tetrahydrofuran

8: 92 percent / SO₃*pyridine, Et₃N, DMSO / CH₂Cl₂

9: 93 percent / n-BuLi / tetrahydrofuran

10: 87 percent / SO₃*pyridine, DMSO, Et₃N / CH₂Cl₂

11: 85 percent / NCS, AgNO₃, H₂O / acetonitrile

With 1H-imidazole; N-chloro-succinimide; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; pyridine-SO₃ complex; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; water; hydrogen; tert.-butyl lithium; silver nitrate; dimethyl sulfoxide; triethylamine; palladium; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4039(00)73355-7

Reference yield:

: 159751-65-2
(R)-4-[1,3]Dithian-2-yl-2,2-dimethyl-pentan-1-ol

: 159751-76-5
(4R,10S,11R,12S,15S)-15-(3-Benzyloxy-phenyl)-1,1,15-trimethoxy-11-methoxymethoxy-4,6,6,10,12-pentamethyl-pentadec-8-yne-3,7-dione

Guidance literature:: Multi-step reaction with 7 steps

1: 98 percent / imidazole / dimethylformamide

2: 99 percent / t-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide

3: 93 percent / n-Bu₄NF / tetrahydrofuran

4: 92 percent / SO₃*pyridine, Et₃N, DMSO / CH₂Cl₂

5: 93 percent / n-BuLi / tetrahydrofuran

6: 87 percent / SO₃*pyridine, DMSO, Et₃N / CH₂Cl₂

7: 85 percent / NCS, AgNO₃, H₂O / acetonitrile

With 1H-imidazole; N-chloro-succinimide; n-butyllithium; pyridine-SO₃ complex; tetrabutyl ammonium fluoride; water; tert.-butyl lithium; silver nitrate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4039(00)73355-7