(2RS,4E,7R,8S,9Z,11E,14R,16R)-2-methoxycarbonyl-14,16-di(methoxymethoxy)-8-[(4-methoxyphenyl)methoxy]-7-methyl-4,9,11-cycloheptadecatrien-1-one

Base Information

Chemical Name:(2RS,4E,7R,8S,9Z,11E,14R,16R)-2-methoxycarbonyl-14,16-di(methoxymethoxy)-8-[(4-methoxyphenyl)methoxy]-7-methyl-4,9,11-cycloheptadecatrien-1-one
CAS No.:773104-88-4
Molecular Formula:C₃₂H₄₆O₉
Molecular Weight:574.712
Hs Code.:

Synonyms:(2RS,4E,7R,8S,9Z,11E,14R,16R)-2-methoxycarbonyl-14,16-di(methoxymethoxy)-8-[(4-methoxyphenyl)methoxy]-7-methyl-4,9,11-cycloheptadecatrien-1-one

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Chemical Property of (2RS,4E,7R,8S,9Z,11E,14R,16R)-2-methoxycarbonyl-14,16-di(methoxymethoxy)-8-[(4-methoxyphenyl)methoxy]-7-methyl-4,9,11-cycloheptadecatrien-1-one

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Technology Process of (2RS,4E,7R,8S,9Z,11E,14R,16R)-2-methoxycarbonyl-14,16-di(methoxymethoxy)-8-[(4-methoxyphenyl)methoxy]-7-methyl-4,9,11-cycloheptadecatrien-1-one

There total 16 articles about (2RS,4E,7R,8S,9Z,11E,14R,16R)-2-methoxycarbonyl-14,16-di(methoxymethoxy)-8-[(4-methoxyphenyl)methoxy]-7-methyl-4,9,11-cycloheptadecatrien-1-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:

: 773104-84-0
methyl (5R,7R,9E,11Z,13S,14R,16E)-18-(methoxycarbonyl)oxy-5,7-di(methoxymethoxy)-13-[(4-methoxyphenyl)methoxy]-14-methyl-3-oxo-9,11,16-octadecatriene-1-carboxylate

: 773104-88-4
(2RS,4E,7R,8S,9Z,11E,14R,16R)-2-methoxycarbonyl-14,16-di(methoxymethoxy)-8-[(4-methoxyphenyl)methoxy]-7-methyl-4,9,11-cycloheptadecatrien-1-one

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,2-bis-(diphenylphosphino)ethane; In tetrahydrofuran; for 3h;
DOI:10.1021/ja048320w

Reference yield:

: 182681-88-5
(2R)-1-cyano-2-hydroxy-4-pentyne

: 773104-88-4
(2RS,4E,7R,8S,9Z,11E,14R,16R)-2-methoxycarbonyl-14,16-di(methoxymethoxy)-8-[(4-methoxyphenyl)methoxy]-7-methyl-4,9,11-cycloheptadecatrien-1-one

Guidance literature:: Multi-step reaction with 16 steps

1.1: 5.62 g / imidazole / dimethylformamide / 13.5 h / 0 °C

2.1: 100 percent / DIBAL-H / toluene / 2 h / -52 °C

3.1: BF₃*Et₂O / CH₂Cl₂ / 0.75 h / -78 °C

4.1: Dess-Martin periodinane / CH₂Cl₂ / 6.5 h / 0 °C

5.1: 7.95 g / aq. HF / acetonitrile / 8 h / 20 °C

6.1: 100 percent / Et₂BOMe; NaBH₄ / tetrahydrofuran; methanol / 8 h / -78 °C

7.1: 93 percent / imidazole / dimethylformamide / 5 h / 0 °C

8.1: 97 percent / NBS; AgNO₃ / acetone / 0.5 h / 20 °C

9.1: Pd₂(dba)3; PPh₃; Bu₃SnH / tetrahydrofuran / 2 h

9.2: 84 percent / I₂ / CH₂Cl₂ / 1 h / 0 °C

10.1: 97 percent / CuCl; Pd(PPh₃)4 / dimethylsulfoxide; tetrahydrofuran / 2 h

11.1: 94 percent / NH₄F / methanol / 24 h / 0 °C

12.1: 100 percent / pyridine / CH₂Cl₂ / 2 h / 0 °C

13.1: 100 percent / HF*pyridine / 45 h / 0 °C

14.1: 94 percent / iPr₂NEt / CH₂Cl₂ / 41 h

15.1: 96 percent / toluene; methanol / 5 h / 110 °C

16.1: Pd(PPh₃)4; dppe / tetrahydrofuran / 3 h

With pyridine; 1H-imidazole; ammonium fluoride; sodium tetrahydroborate; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; diethyl methoxy borane; boron trifluoride diethyl etherate; hydrogen fluoride; tri-n-butyl-tin hydride; diisobutylaluminium hydride; Dess-Martin periodane; pyridine hydrogenfluoride; silver nitrate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; 1,2-bis-(diphenylphosphino)ethane; copper(l) chloride; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; 3.1: Mukaiyama aldol reaction / 4.1: Dess-Martin oxidation / 6.1: Prasad's procedure / 10.1: Stille coupling;
DOI:10.1021/ja048320w

Reference yield:

: 640270-59-3
(3R)-3-{[tert-butyl(dimethyl)silyl]oxy}hex-5-ynal

: 773104-88-4
(2RS,4E,7R,8S,9Z,11E,14R,16R)-2-methoxycarbonyl-14,16-di(methoxymethoxy)-8-[(4-methoxyphenyl)methoxy]-7-methyl-4,9,11-cycloheptadecatrien-1-one

Guidance literature:: Multi-step reaction with 14 steps

1.1: BF₃*Et₂O / CH₂Cl₂ / 0.75 h / -78 °C

2.1: Dess-Martin periodinane / CH₂Cl₂ / 6.5 h / 0 °C

3.1: 7.95 g / aq. HF / acetonitrile / 8 h / 20 °C

4.1: 100 percent / Et₂BOMe; NaBH₄ / tetrahydrofuran; methanol / 8 h / -78 °C

5.1: 93 percent / imidazole / dimethylformamide / 5 h / 0 °C

6.1: 97 percent / NBS; AgNO₃ / acetone / 0.5 h / 20 °C

7.1: Pd₂(dba)3; PPh₃; Bu₃SnH / tetrahydrofuran / 2 h

7.2: 84 percent / I₂ / CH₂Cl₂ / 1 h / 0 °C

8.1: 97 percent / CuCl; Pd(PPh₃)4 / dimethylsulfoxide; tetrahydrofuran / 2 h

9.1: 94 percent / NH₄F / methanol / 24 h / 0 °C

10.1: 100 percent / pyridine / CH₂Cl₂ / 2 h / 0 °C

11.1: 100 percent / HF*pyridine / 45 h / 0 °C

12.1: 94 percent / iPr₂NEt / CH₂Cl₂ / 41 h

13.1: 96 percent / toluene; methanol / 5 h / 110 °C

14.1: Pd(PPh₃)4; dppe / tetrahydrofuran / 3 h

With pyridine; 1H-imidazole; ammonium fluoride; sodium tetrahydroborate; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; diethyl methoxy borane; boron trifluoride diethyl etherate; hydrogen fluoride; tri-n-butyl-tin hydride; Dess-Martin periodane; pyridine hydrogenfluoride; silver nitrate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; 1,2-bis-(diphenylphosphino)ethane; copper(l) chloride; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; 1.1: Mukaiyama aldol reaction / 2.1: Dess-Martin oxidation / 4.1: Prasad's procedure / 8.1: Stille coupling;
DOI:10.1021/ja048320w