((2R,6S)-6-{(R)-4-Hydroxy-5-[(2R,3S,6R,8R,9S)-9-methoxy-8-(4-methoxy-benzyloxymethyl)-3-methyl-1,7-dioxa-spiro[5.5]undec-4-en-2-yl]-2-oxo-pentyl}-tetrahydro-pyran-2-yl)-acetic acid methyl ester

Base Information

Chemical Name:((2R,6S)-6-{(R)-4-Hydroxy-5-[(2R,3S,6R,8R,9S)-9-methoxy-8-(4-methoxy-benzyloxymethyl)-3-methyl-1,7-dioxa-spiro[5.5]undec-4-en-2-yl]-2-oxo-pentyl}-tetrahydro-pyran-2-yl)-acetic acid methyl ester
CAS No.:902453-83-2
Molecular Formula:C₃₃H₄₈O₁₀
Molecular Weight:604.738
Hs Code.:

((2R,6S)-6-{(R)-4-Hydroxy-5-[(2R,3S,6R,8R,9S)-9-methoxy-8-(4-methoxy-benzyloxymethyl)-3-methyl-1,7-dioxa-spiro[5.5]undec-4-en-2-yl]-2-oxo-pentyl}-tetrahydro-pyran-2-yl)-acetic acid methyl ester

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Chemical Property of ((2R,6S)-6-{(R)-4-Hydroxy-5-[(2R,3S,6R,8R,9S)-9-methoxy-8-(4-methoxy-benzyloxymethyl)-3-methyl-1,7-dioxa-spiro[5.5]undec-4-en-2-yl]-2-oxo-pentyl}-tetrahydro-pyran-2-yl)-acetic acid methyl ester

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Technology Process of ((2R,6S)-6-{(R)-4-Hydroxy-5-[(2R,3S,6R,8R,9S)-9-methoxy-8-(4-methoxy-benzyloxymethyl)-3-methyl-1,7-dioxa-spiro[5.5]undec-4-en-2-yl]-2-oxo-pentyl}-tetrahydro-pyran-2-yl)-acetic acid methyl ester

There total 13 articles about ((2R,6S)-6-{(R)-4-Hydroxy-5-[(2R,3S,6R,8R,9S)-9-methoxy-8-(4-methoxy-benzyloxymethyl)-3-methyl-1,7-dioxa-spiro[5.5]undec-4-en-2-yl]-2-oxo-pentyl}-tetrahydro-pyran-2-yl)-acetic acid methyl 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:

: 902453-84-3
(2R,3S)-3-Methoxy-1-(4-methoxy-benzyloxy)-pent-4-en-2-ol

: 902453-83-2
((2R,6S)-6-{(R)-4-Hydroxy-5-[(2R,3S,6R,8R,9S)-9-methoxy-8-(4-methoxy-benzyloxymethyl)-3-methyl-1,7-dioxa-spiro[5.5]undec-4-en-2-yl]-2-oxo-pentyl}-tetrahydro-pyran-2-yl)-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: imidazole / dimethylformamide

2.1: 73 percent / Ru(Co)12

3.1: 92 percent / i-PrMgCl / HCl; tetrahydrofuran

4.1: n-BuLi / tetrahydrofuran; hexane / 0.17 h / 20 °C

4.2: 82 percent / tetrahydrofuran; hexane / 1.5 h / 20 °C

5.1: 85 percent / quinoline; H₂ / Lindlar catalyst

6.1: 91 percent / p-toluenesulfonic acid / tetrahydrofuran; H₂O

7.1: 78 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂

8.1: BF₃*OEt₂ / CH₂Cl₂ / 2 h / -78 °C

With 1H-imidazole; quinoline; n-butyllithium; oxalyl dichloride; boron trifluoride diethyl etherate; hydrogen; isopropylmagnesium chloride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; Lindlar's catalyst; Ru(CO)12; In tetrahydrofuran; hydrogenchloride; hexane; dichloromethane; water; N,N-dimethyl-formamide; 7.1: Swern oxidation / 8.1: Mukaiyama aldol reaction;
DOI:10.1055/s-2006-933144

Reference yield:

: 902453-78-5
Triethyl-[(1R,2S)-2-methoxy-1-(4-methoxy-benzyloxymethyl)-but-3-enyloxy]-silane

: 902453-83-2
((2R,6S)-6-{(R)-4-Hydroxy-5-[(2R,3S,6R,8R,9S)-9-methoxy-8-(4-methoxy-benzyloxymethyl)-3-methyl-1,7-dioxa-spiro[5.5]undec-4-en-2-yl]-2-oxo-pentyl}-tetrahydro-pyran-2-yl)-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 73 percent / Ru(Co)12

2.1: 92 percent / i-PrMgCl / HCl; tetrahydrofuran

3.1: n-BuLi / tetrahydrofuran; hexane / 0.17 h / 20 °C

3.2: 82 percent / tetrahydrofuran; hexane / 1.5 h / 20 °C

4.1: 85 percent / quinoline; H₂ / Lindlar catalyst

5.1: 91 percent / p-toluenesulfonic acid / tetrahydrofuran; H₂O

6.1: 78 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂

7.1: BF₃*OEt₂ / CH₂Cl₂ / 2 h / -78 °C

With quinoline; n-butyllithium; oxalyl dichloride; boron trifluoride diethyl etherate; hydrogen; isopropylmagnesium chloride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; Lindlar's catalyst; Ru(CO)12; In tetrahydrofuran; hydrogenchloride; hexane; dichloromethane; water; 6.1: Swern oxidation / 7.1: Mukaiyama aldol reaction;
DOI:10.1055/s-2006-933144

Reference yield:

: 902453-75-2
(4S,5R)-4-Methoxy-6-(4-methoxy-benzyloxy)-5-triethylsilanyloxy-hexanoic acid methoxy-methyl-amide

: 902453-83-2
((2R,6S)-6-{(R)-4-Hydroxy-5-[(2R,3S,6R,8R,9S)-9-methoxy-8-(4-methoxy-benzyloxymethyl)-3-methyl-1,7-dioxa-spiro[5.5]undec-4-en-2-yl]-2-oxo-pentyl}-tetrahydro-pyran-2-yl)-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.17 h / 20 °C

1.2: 82 percent / tetrahydrofuran; hexane / 1.5 h / 20 °C

2.1: 85 percent / quinoline; H₂ / Lindlar catalyst

3.1: 91 percent / p-toluenesulfonic acid / tetrahydrofuran; H₂O

4.1: 78 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂

5.1: BF₃*OEt₂ / CH₂Cl₂ / 2 h / -78 °C

With quinoline; n-butyllithium; oxalyl dichloride; boron trifluoride diethyl etherate; hydrogen; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; Lindlar's catalyst; In tetrahydrofuran; hexane; dichloromethane; water; 4.1: Swern oxidation / 5.1: Mukaiyama aldol reaction;
DOI:10.1055/s-2006-933144