2,2-Dimethyl-butyric acid (2S,3R,4S,5S)-2-methoxy-3-[2-(4-methoxy-phenoxy)-ethyl]-6-methylene-5-propyl-tetrahydro-pyran-4-ylmethyl ester

Base Information

Chemical Name:2,2-Dimethyl-butyric acid (2S,3R,4S,5S)-2-methoxy-3-[2-(4-methoxy-phenoxy)-ethyl]-6-methylene-5-propyl-tetrahydro-pyran-4-ylmethyl ester
CAS No.:157117-06-1
Molecular Formula:C₂₆H₄₀O₆
Molecular Weight:448.6
Hs Code.:

Synonyms:2,2-Dimethyl-butyric acid (2S,3R,4S,5S)-2-methoxy-3-[2-(4-methoxy-phenoxy)-ethyl]-6-methylene-5-propyl-tetrahydro-pyran-4-ylmethyl ester

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Chemical Property of 2,2-Dimethyl-butyric acid (2S,3R,4S,5S)-2-methoxy-3-[2-(4-methoxy-phenoxy)-ethyl]-6-methylene-5-propyl-tetrahydro-pyran-4-ylmethyl ester

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Technology Process of 2,2-Dimethyl-butyric acid (2S,3R,4S,5S)-2-methoxy-3-[2-(4-methoxy-phenoxy)-ethyl]-6-methylene-5-propyl-tetrahydro-pyran-4-ylmethyl ester

There total 19 articles about 2,2-Dimethyl-butyric acid (2S,3R,4S,5S)-2-methoxy-3-[2-(4-methoxy-phenoxy)-ethyl]-6-methylene-5-propyl-tetrahydro-pyran-4-ylmethyl 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:

: 33208-47-8
4-O-benzyl-1,6:2,3-dianhydro-β-D-mannopyranose

: 157117-06-1
2,2-Dimethyl-butyric acid (2S,3R,4S,5S)-2-methoxy-3-[2-(4-methoxy-phenoxy)-ethyl]-6-methylene-5-propyl-tetrahydro-pyran-4-ylmethyl ester

Guidance literature:: Multi-step reaction with 19 steps

1: diethyl ether / Ambient temperature

2: Et₃N / DMAP / CH₂Cl₂ / Ambient temperature

4: DEAD-Ph₃P / CH₂Cl₂ / Ambient temperature

5: H₂ / Pd/C / methanol

6: Et₃N / CH₂Cl₂ / -10 °C

7: MeONa / methanol / Ambient temperature

8: diethyl ether / Ambient temperature

9: H₂ / Pd/C / methanol

10: H⁽¹⁺⁾

11: pyridine

12: Swern oxidation

13: MeLi / tetrahydrofuran / -78 °C

14: methylaluminum bis-(4-bromo-2,6-di-tert-butyl-phenoxide) (MABR) / CH₂Cl₂ / -78 °C

15: NaBH₄ / 0.25 h / -20 °C

16: 92 percent / MsCl, Et₃N, DMAP / CH₂Cl₂

17: Bu₄NF / tetrahydrofuran

18: Bu₃P / tetrahydrofuran / 1 h / Ambient temperature

19: 1.) NaIO₄; 2.) Et₃N / 1.) MeOH; 2.) PhCH₃, reflux

With pyridine; dmap; sodium tetrahydroborate; sodium periodate; tributylphosphine; tetrabutyl ammonium fluoride; methyllithium; hydrogen; sodium methylate; hydrogen cation; methanesulfonyl chloride; methylaluminium bis(4-bromo-2,6-di-tert.-butylphenoxide); triethylamine; triphenylphosphine; diethylazodicarboxylate; dmap; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1016/S0040-4039(00)75797-2

Reference yield:

: 157116-99-9
(1R,2R,4R,5R,6R)-5-[2-(4-Methoxy-phenoxy)-ethyl]-3,7,9-trioxa-tricyclo[4.2.1.0^2,4]nonane

: 157117-06-1
2,2-Dimethyl-butyric acid (2S,3R,4S,5S)-2-methoxy-3-[2-(4-methoxy-phenoxy)-ethyl]-6-methylene-5-propyl-tetrahydro-pyran-4-ylmethyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: diethyl ether / Ambient temperature

2: H₂ / Pd/C / methanol

3: H⁽¹⁺⁾

4: pyridine

5: Swern oxidation

6: MeLi / tetrahydrofuran / -78 °C

7: methylaluminum bis-(4-bromo-2,6-di-tert-butyl-phenoxide) (MABR) / CH₂Cl₂ / -78 °C

8: NaBH₄ / 0.25 h / -20 °C

9: 92 percent / MsCl, Et₃N, DMAP / CH₂Cl₂

10: Bu₄NF / tetrahydrofuran

11: Bu₃P / tetrahydrofuran / 1 h / Ambient temperature

12: 1.) NaIO₄; 2.) Et₃N / 1.) MeOH; 2.) PhCH₃, reflux

With pyridine; dmap; sodium tetrahydroborate; sodium periodate; tributylphosphine; tetrabutyl ammonium fluoride; methyllithium; hydrogen; hydrogen cation; methanesulfonyl chloride; methylaluminium bis(4-bromo-2,6-di-tert.-butylphenoxide); triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1016/S0040-4039(00)75797-2

Reference yield:

: Acetic acid (1R,2S,3R,4R,5R)-2-benzyloxy-4-(2-hydroxy-ethyl)-6,8-dioxa-bicyclo[3.2.1]oct-3-yl ester

: 157117-06-1
2,2-Dimethyl-butyric acid (2S,3R,4S,5S)-2-methoxy-3-[2-(4-methoxy-phenoxy)-ethyl]-6-methylene-5-propyl-tetrahydro-pyran-4-ylmethyl ester

Guidance literature:: Multi-step reaction with 16 steps

1: DEAD-Ph₃P / CH₂Cl₂ / Ambient temperature

2: H₂ / Pd/C / methanol

3: Et₃N / CH₂Cl₂ / -10 °C

4: MeONa / methanol / Ambient temperature

5: diethyl ether / Ambient temperature

6: H₂ / Pd/C / methanol

7: H⁽¹⁺⁾

8: pyridine

9: Swern oxidation

10: MeLi / tetrahydrofuran / -78 °C

11: methylaluminum bis-(4-bromo-2,6-di-tert-butyl-phenoxide) (MABR) / CH₂Cl₂ / -78 °C

12: NaBH₄ / 0.25 h / -20 °C

13: 92 percent / MsCl, Et₃N, DMAP / CH₂Cl₂

14: Bu₄NF / tetrahydrofuran

15: Bu₃P / tetrahydrofuran / 1 h / Ambient temperature

16: 1.) NaIO₄; 2.) Et₃N / 1.) MeOH; 2.) PhCH₃, reflux

With pyridine; dmap; sodium tetrahydroborate; sodium periodate; tributylphosphine; tetrabutyl ammonium fluoride; methyllithium; hydrogen; sodium methylate; hydrogen cation; methanesulfonyl chloride; methylaluminium bis(4-bromo-2,6-di-tert.-butylphenoxide); triethylamine; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1016/S0040-4039(00)75797-2