(2R,3S,4R,5R,7R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-8-methoxy-7-(4-methoxy-benzyloxy)-2,4-dimethyl-octanoic acid methoxy-methyl-amide

Base Information

Chemical Name:(2R,3S,4R,5R,7R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-8-methoxy-7-(4-methoxy-benzyloxy)-2,4-dimethyl-octanoic acid methoxy-methyl-amide
CAS No.:400737-43-1
Molecular Formula:C₂₇H₄₉NO₇Si
Molecular Weight:527.774
Hs Code.:

Synonyms:(2R,3S,4R,5R,7R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-8-methoxy-7-(4-methoxy-benzyloxy)-2,4-dimethyl-octanoic acid methoxy-methyl-amide

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Chemical Property of (2R,3S,4R,5R,7R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-8-methoxy-7-(4-methoxy-benzyloxy)-2,4-dimethyl-octanoic acid methoxy-methyl-amide

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Technology Process of (2R,3S,4R,5R,7R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-8-methoxy-7-(4-methoxy-benzyloxy)-2,4-dimethyl-octanoic acid methoxy-methyl-amide

There total 7 articles about (2R,3S,4R,5R,7R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-8-methoxy-7-(4-methoxy-benzyloxy)-2,4-dimethyl-octanoic acid methoxy-methyl-amide 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: 90.0%

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 400737-40-8
(R)-4-Benzyl-3-[(2R,3S,4R,5R,7R)-5-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-8-methoxy-7-(4-methoxy-benzyloxy)-2,4-dimethyl-octanoyl]-oxazolidin-2-one

: 400737-43-1
(2R,3S,4R,5R,7R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-8-methoxy-7-(4-methoxy-benzyloxy)-2,4-dimethyl-octanoic acid methoxy-methyl-amide

Guidance literature:: With trimethylaluminum; In dichloromethane; at -10 - 25 ℃; for 12h;
DOI:10.1002/1521-3773(20011015)40:20<3849::AID-ANIE3849>3.0.CO;2-M

Reference yield:

: 400737-20-4
(R)-1-[1,3]Dithian-2-yl-3-methoxy-propan-2-ol

: 400737-43-1
(2R,3S,4R,5R,7R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-8-methoxy-7-(4-methoxy-benzyloxy)-2,4-dimethyl-octanoic acid methoxy-methyl-amide

Guidance literature:: Multi-step reaction with 7 steps

1.1: 99 percent / NaH; nBu₄NI / dimethylformamide / 1 h / 0 °C

2.1: 92 percent / MeI; K₂CO₃ / acetonitrile; H₂O / 5 h / 45 °C

3.1: BF₃*Et₂O / tetrahydrofuran / 2 h / -78 °C

3.2: 98 percent / NaBO₃*4H₂O / tetrahydrofuran; H₂O / 12 h / 25 °C

4.1: 97 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / 0 - 25 °C

5.1: OsO₄; NMO / 2-methyl-propan-2-ol; H₂O; tetrahydrofuran / 12 h / 25 °C

5.2: 94 percent / NaIO₄ / 2 h / 25 °C / pH 7

6.1: nBu₂BOTf; Et₃N / CH₂Cl₂ / 2 h / -78 - 25 °C

6.2: 93 percent / H₂O₂ / 2 h / 0 - 25 °C

7.1: 90 percent / AlMe₃ / CH₂Cl₂ / 12 h / -10 - 25 °C

With 2,6-dimethylpyridine; osmium(VIII) oxide; N-methyl-2-indolinone; di-n-butylboryl trifluoromethanesulfonate; boron trifluoride diethyl etherate; trimethylaluminum; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; triethylamine; methyl iodide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;
DOI:10.1002/1521-3773(20011015)40:20<3849::AID-ANIE3849>3.0.CO;2-M

Reference yield:

: 400737-27-1
(R)-4-Methoxy-3-(4-methoxy-benzyloxy)-butyraldehyde

: 400737-43-1
(2R,3S,4R,5R,7R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-8-methoxy-7-(4-methoxy-benzyloxy)-2,4-dimethyl-octanoic acid methoxy-methyl-amide

Guidance literature:: Multi-step reaction with 5 steps

1.1: BF₃*Et₂O / tetrahydrofuran / 2 h / -78 °C

1.2: 98 percent / NaBO₃*4H₂O / tetrahydrofuran; H₂O / 12 h / 25 °C

2.1: 97 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / 0 - 25 °C

3.1: OsO₄; NMO / 2-methyl-propan-2-ol; H₂O; tetrahydrofuran / 12 h / 25 °C

3.2: 94 percent / NaIO₄ / 2 h / 25 °C / pH 7

4.1: nBu₂BOTf; Et₃N / CH₂Cl₂ / 2 h / -78 - 25 °C

4.2: 93 percent / H₂O₂ / 2 h / 0 - 25 °C

5.1: 90 percent / AlMe₃ / CH₂Cl₂ / 12 h / -10 - 25 °C

With 2,6-dimethylpyridine; osmium(VIII) oxide; N-methyl-2-indolinone; di-n-butylboryl trifluoromethanesulfonate; boron trifluoride diethyl etherate; trimethylaluminum; triethylamine; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;
DOI:10.1002/1521-3773(20011015)40:20<3849::AID-ANIE3849>3.0.CO;2-M