(tert-butyl-dimethyl-silanyloxy)-acetic acid 2-but-3-enyl-7-hydroxy-6-[3-(4-methoxy-benzyloxy)-propyl]-7,8a-dimethyl-octahydro-pyrano[3,2-b]pyran-3-yl ester

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Chemical Name:(tert-butyl-dimethyl-silanyloxy)-acetic acid 2-but-3-enyl-7-hydroxy-6-[3-(4-methoxy-benzyloxy)-propyl]-7,8a-dimethyl-octahydro-pyrano[3,2-b]pyran-3-yl ester
CAS No.:884005-17-8
Molecular Formula:C₃₃H₅₄O₈Si
Molecular Weight:606.872
Hs Code.:

(tert-butyl-dimethyl-silanyloxy)-acetic acid 2-but-3-enyl-7-hydroxy-6-[3-(4-methoxy-benzyloxy)-propyl]-7,8a-dimethyl-octahydro-pyrano[3,2-b]pyran-3-yl ester

Synonyms:(tert-butyl-dimethyl-silanyloxy)-acetic acid 2-but-3-enyl-7-hydroxy-6-[3-(4-methoxy-benzyloxy)-propyl]-7,8a-dimethyl-octahydro-pyrano[3,2-b]pyran-3-yl ester

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Chemical Property of (tert-butyl-dimethyl-silanyloxy)-acetic acid 2-but-3-enyl-7-hydroxy-6-[3-(4-methoxy-benzyloxy)-propyl]-7,8a-dimethyl-octahydro-pyrano[3,2-b]pyran-3-yl ester

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Technology Process of (tert-butyl-dimethyl-silanyloxy)-acetic acid 2-but-3-enyl-7-hydroxy-6-[3-(4-methoxy-benzyloxy)-propyl]-7,8a-dimethyl-octahydro-pyrano[3,2-b]pyran-3-yl ester

There total 10 articles about (tert-butyl-dimethyl-silanyloxy)-acetic acid 2-but-3-enyl-7-hydroxy-6-[3-(4-methoxy-benzyloxy)-propyl]-7,8a-dimethyl-octahydro-pyrano[3,2-b]pyran-3-yl 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: 95.0%

: 884005-16-7
C₂₅H₃₈O₆

: 105459-05-0
{[tert-butyl(dimethyl)silyl]oxy}acetic acid

: 884005-17-8
(tert-butyl-dimethyl-silanyloxy)-acetic acid 2-but-3-enyl-7-hydroxy-6-[3-(4-methoxy-benzyloxy)-propyl]-7,8a-dimethyl-octahydro-pyrano[3,2-b]pyran-3-yl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1002/chem.200500993

Reference yield:

: 511256-96-5
C₃₃H₅₂O₈S₂Si

: 884005-17-8
(tert-butyl-dimethyl-silanyloxy)-acetic acid 2-but-3-enyl-7-hydroxy-6-[3-(4-methoxy-benzyloxy)-propyl]-7,8a-dimethyl-octahydro-pyrano[3,2-b]pyran-3-yl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: Bu₃SnH; AIBN / benzene / 1.5 h / 80 °C

1.2: 83 percent / TiCl₄; Zn; TMEDA / PbCl₂ / tetrahydrofuran / 65 °C

2.1: 83 percent / PhCH=RuCH{[(Mes)NCH₂CH₂N(Mes)]}(PCy₃)Cl₂ / benzene / 80 °C

3.1: dimethyldioxirane

4.1: DIBAL-H

5.1: 100 percent / HF*pyridine / tetrahydrofuran / 0 °C

6.1: 2,6-lutidine / CH₂Cl₂ / -65 °C

7.1: 2,6-lutidine / 0 °C

8.1: 88 percent / CuI / diethyl ether / -40 - 20 °C

9.1: 85 percent / TBAF / tetrahydrofuran / 4 h / 20 °C

10.1: 95 percent / DCC; DMAP / CH₂Cl₂ / 4 h / 20 °C

With 2,6-dimethylpyridine; dmap; copper(l) iodide; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; 3,3-dimethyldioxirane; diisobutylaluminium hydride; pyridine hydrogenfluoride; dicyclohexyl-carbodiimide; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; diethyl ether; dichloromethane; benzene;
DOI:10.1002/chem.200500993

Reference yield:

: 511256-86-3
(4aR,6S,7R,8aS)-2,2-di(tert-butyl)-7-{1-[3-(4-methoxybenzyloxy)propyl]vinyloxy}-6-methyl-6-(2-methylallyl)-4,4a,6,7,8,8a-hexahydro-1,3,5-trioxa-2-silanaphthalene

: 884005-17-8
(tert-butyl-dimethyl-silanyloxy)-acetic acid 2-but-3-enyl-7-hydroxy-6-[3-(4-methoxy-benzyloxy)-propyl]-7,8a-dimethyl-octahydro-pyrano[3,2-b]pyran-3-yl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 83 percent / PhCH=RuCH{[(Mes)NCH₂CH₂N(Mes)]}(PCy₃)Cl₂ / benzene / 80 °C

2: dimethyldioxirane

3: DIBAL-H

4: 100 percent / HF*pyridine / tetrahydrofuran / 0 °C

5: 2,6-lutidine / CH₂Cl₂ / -65 °C

6: 2,6-lutidine / 0 °C

7: 88 percent / CuI / diethyl ether / -40 - 20 °C

8: 85 percent / TBAF / tetrahydrofuran / 4 h / 20 °C

9: 95 percent / DCC; DMAP / CH₂Cl₂ / 4 h / 20 °C

With 2,6-dimethylpyridine; dmap; copper(l) iodide; tetrabutyl ammonium fluoride; 3,3-dimethyldioxirane; diisobutylaluminium hydride; pyridine hydrogenfluoride; dicyclohexyl-carbodiimide; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; diethyl ether; dichloromethane; benzene;
DOI:10.1002/chem.200500993