(S)-4-Benzyl-3-[(2S,3R,4R,6S,7R,8S,10R)-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-6,8-dimethoxy-2-(4-methoxy-benzyloxy)-4,10-dimethyl-11-triisopropylsilanyloxy-undecanoyl]-oxazolidin-2-one

Base Information Edit

Chemical Name:(S)-4-Benzyl-3-[(2S,3R,4R,6S,7R,8S,10R)-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-6,8-dimethoxy-2-(4-methoxy-benzyloxy)-4,10-dimethyl-11-triisopropylsilanyloxy-undecanoyl]-oxazolidin-2-one
CAS No.:126821-31-6
Molecular Formula:C₄₈H₈₁NO₁₀Si₂
Molecular Weight:888.343
Hs Code.:
Mol file:126821-31-6.mol

(S)-4-Benzyl-3-[(2S,3R,4R,6S,7R,8S,10R)-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-6,8-dimethoxy-2-(4-methoxy-benzyloxy)-4,10-dimethyl-11-triisopropylsilanyloxy-undecanoyl]-oxazolidin-2-one

Synonyms:(S)-4-Benzyl-3-[(2S,3R,4R,6S,7R,8S,10R)-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-6,8-dimethoxy-2-(4-methoxy-benzyloxy)-4,10-dimethyl-11-triisopropylsilanyloxy-undecanoyl]-oxazolidin-2-one

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Chemical Property of (S)-4-Benzyl-3-[(2S,3R,4R,6S,7R,8S,10R)-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-6,8-dimethoxy-2-(4-methoxy-benzyloxy)-4,10-dimethyl-11-triisopropylsilanyloxy-undecanoyl]-oxazolidin-2-one Edit

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Technology Process of (S)-4-Benzyl-3-[(2S,3R,4R,6S,7R,8S,10R)-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-6,8-dimethoxy-2-(4-methoxy-benzyloxy)-4,10-dimethyl-11-triisopropylsilanyloxy-undecanoyl]-oxazolidin-2-one

There total 13 articles about (S)-4-Benzyl-3-[(2S,3R,4R,6S,7R,8S,10R)-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-6,8-dimethoxy-2-(4-methoxy-benzyloxy)-4,10-dimethyl-11-triisopropylsilanyloxy-undecanoyl]-oxazolidin-2-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:

: 126788-95-2,126873-64-1,130209-15-3
[(2R,5R,6S,8R)-9-Benzyloxy-4,6-dimethoxy-5-(4-methoxy-benzyloxy)-2,8-dimethyl-nonyloxy]-tert-butyl-dimethyl-silane

: 126821-31-6
(S)-4-Benzyl-3-[(2S,3R,4R,6S,7R,8S,10R)-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-6,8-dimethoxy-2-(4-methoxy-benzyloxy)-4,10-dimethyl-11-triisopropylsilanyloxy-undecanoyl]-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 12 steps

1: 85 percent / H₂ / 20percent Pd(OH)2/C / ethyl acetate / 36 h / 1758.3 Torr

2: 91 percent / pyridine / 4 h / 0 °C

3: 99 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

4: 92 percent / trifluoroacetic acid / tetrahydrofuran; H₂O / 9 h / Ambient temperature

5: 95 percent / 1.) (COCl)2, dimethyl sulfoxide, 2.) triethylamine / CH₂Cl₂ / 1.) -78 deg C, 1 h, 2.) from -78 deg C to -30 deg C, 1 h

6: 95 percent / BF₃*OEt₂ / CH₂Cl₂ / 1 h / 0 °C

7: 95 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

8: 97 percent / 1 M LiAlH₄ / tetrahydrofuran; diethyl ether / 1 h / 0 °C

9: 97 percent / 2,6-lutidine / CH₂Cl₂ / 0.25 h / 0 °C

10: 71 percent / AgNO₃, N-chlorosuccinimide, 2,6-lutidine / tetrahydrofuran / 0.5 h / 20 °C

11: 98 percent / glyoxilic acid monohydrate, glacial acetic acid / CH₂Cl₂ / 1.5 h / Heating

12: 1.) triethylamine, n-Bu₂BOTf / 1.) toluene, -50 deg C, 1.5 h, 2.) -30 deg C, 3 h

With pyridine; 2,6-dimethylpyridine; N-chloro-succinimide; lithium aluminium tetrahydride; oxalyl dichloride; di-n-butylboryl trifluoromethanesulfonate; boron trifluoride diethyl etherate; hydrogen; silver nitrate; acetic acid; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; 2,2-dihydroxyacetic acid; palladium dihydroxide; In tetrahydrofuran; diethyl ether; dichloromethane; water; ethyl acetate;
DOI:10.1021/ja00164a023

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 126821-31-6
(S)-4-Benzyl-3-[(2S,3R,4R,6S,7R,8S,10R)-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-6,8-dimethoxy-2-(4-methoxy-benzyloxy)-4,10-dimethyl-11-triisopropylsilanyloxy-undecanoyl]-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

2: 97 percent / 1 M LiAlH₄ / tetrahydrofuran; diethyl ether / 1 h / 0 °C

3: 97 percent / 2,6-lutidine / CH₂Cl₂ / 0.25 h / 0 °C

4: 71 percent / AgNO₃, N-chlorosuccinimide, 2,6-lutidine / tetrahydrofuran / 0.5 h / 20 °C

5: 98 percent / glyoxilic acid monohydrate, glacial acetic acid / CH₂Cl₂ / 1.5 h / Heating

6: 1.) triethylamine, n-Bu₂BOTf / 1.) toluene, -50 deg C, 1.5 h, 2.) -30 deg C, 3 h

With 2,6-dimethylpyridine; N-chloro-succinimide; lithium aluminium tetrahydride; di-n-butylboryl trifluoromethanesulfonate; silver nitrate; acetic acid; triethylamine; 2,2-dihydroxyacetic acid; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ja00164a023

Reference yield:

: 126788-96-3,126873-65-2
(2R,4S,5R,8R)-9-(tert-Butyl-dimethyl-silanyloxy)-4,6-dimethoxy-2,8-dimethyl-nonane-1,5-diol

: 126821-31-6
(S)-4-Benzyl-3-[(2S,3R,4R,6S,7R,8S,10R)-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-6,8-dimethoxy-2-(4-methoxy-benzyloxy)-4,10-dimethyl-11-triisopropylsilanyloxy-undecanoyl]-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 11 steps

1: 91 percent / pyridine / 4 h / 0 °C

2: 99 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

3: 92 percent / trifluoroacetic acid / tetrahydrofuran; H₂O / 9 h / Ambient temperature

4: 95 percent / 1.) (COCl)2, dimethyl sulfoxide, 2.) triethylamine / CH₂Cl₂ / 1.) -78 deg C, 1 h, 2.) from -78 deg C to -30 deg C, 1 h

5: 95 percent / BF₃*OEt₂ / CH₂Cl₂ / 1 h / 0 °C

6: 95 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

7: 97 percent / 1 M LiAlH₄ / tetrahydrofuran; diethyl ether / 1 h / 0 °C

8: 97 percent / 2,6-lutidine / CH₂Cl₂ / 0.25 h / 0 °C

9: 71 percent / AgNO₃, N-chlorosuccinimide, 2,6-lutidine / tetrahydrofuran / 0.5 h / 20 °C

10: 98 percent / glyoxilic acid monohydrate, glacial acetic acid / CH₂Cl₂ / 1.5 h / Heating

11: 1.) triethylamine, n-Bu₂BOTf / 1.) toluene, -50 deg C, 1.5 h, 2.) -30 deg C, 3 h

With pyridine; 2,6-dimethylpyridine; N-chloro-succinimide; lithium aluminium tetrahydride; oxalyl dichloride; di-n-butylboryl trifluoromethanesulfonate; boron trifluoride diethyl etherate; silver nitrate; acetic acid; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; 2,2-dihydroxyacetic acid; In tetrahydrofuran; diethyl ether; dichloromethane; water;
DOI:10.1021/ja00164a023