(2R,8S,9R,10S,13S)-9-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-13-methoxy-1-(4-methoxy-benzyloxy)-2,4,4,8,10-pentamethyl-13-[3-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-tridecan-5-one

Base Information

Chemical Name:(2R,8S,9R,10S,13S)-9-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-13-methoxy-1-(4-methoxy-benzyloxy)-2,4,4,8,10-pentamethyl-13-[3-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-tridecan-5-one
CAS No.:132969-70-1
Molecular Formula:C₄₅H₇₈O₈Si₂
Molecular Weight:803.281
Hs Code.:

(2R,8S,9R,10S,13S)-9-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-13-methoxy-1-(4-methoxy-benzyloxy)-2,4,4,8,10-pentamethyl-13-[3-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-tridecan-5-one

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Chemical Property of (2R,8S,9R,10S,13S)-9-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-13-methoxy-1-(4-methoxy-benzyloxy)-2,4,4,8,10-pentamethyl-13-[3-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-tridecan-5-one

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Technology Process of (2R,8S,9R,10S,13S)-9-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-13-methoxy-1-(4-methoxy-benzyloxy)-2,4,4,8,10-pentamethyl-13-[3-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-tridecan-5-one

There total 11 articles about (2R,8S,9R,10S,13S)-9-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-13-methoxy-1-(4-methoxy-benzyloxy)-2,4,4,8,10-pentamethyl-13-[3-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-tridecan-5-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:

: 69739-34-0
t-butyldimethylsiyl triflate

: 132969-70-1,133007-96-2
(2R,8S,9R,10S,13S)-9-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-13-methoxy-1-(4-methoxy-benzyloxy)-2,4,4,8,10-pentamethyl-13-[3-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-tridecan-5-one

Guidance literature:: Multi-step reaction with 7 steps

1: 2,6-lutidine

2: 2) pH 4 buffer / 1) THF, HMPA 2) 4h, 25 deg C

3: 1) R-oxazaborolidine 21, BH₃*THF 2) H₂O

4: KH / tetrahydrofuran

5: DDQ, pH 7 buffer / CH₂Cl₂

6: 1) (COCl)2, DMSO 2) Et₃N

7: 1) LDA / 1) THF, -78 deg C

With 2,6-dimethylpyridine; borane-THF; oxalyl dichloride; pH 4 buffer; pH 7 buffer; R-oxazaborolidine 21; water; potassium hydride; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(00)97305-2

Reference yield:

: (2S,3S,4R)-1-Iodo-5-(4-methoxy-benzyloxy)-2,4-dimethyl-pentan-3-ol

: 132969-70-1,133007-96-2
(2R,8S,9R,10S,13S)-9-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-13-methoxy-1-(4-methoxy-benzyloxy)-2,4,4,8,10-pentamethyl-13-[3-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-tridecan-5-one

Guidance literature:: Multi-step reaction with 7 steps

1: 2,6-lutidine

2: 2) pH 4 buffer / 1) THF, HMPA 2) 4h, 25 deg C

3: 1) R-oxazaborolidine 21, BH₃*THF 2) H₂O

4: KH / tetrahydrofuran

5: DDQ, pH 7 buffer / CH₂Cl₂

6: 1) (COCl)2, DMSO 2) Et₃N

7: 1) LDA / 1) THF, -78 deg C

With 2,6-dimethylpyridine; borane-THF; oxalyl dichloride; pH 4 buffer; pH 7 buffer; R-oxazaborolidine 21; water; potassium hydride; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(00)97305-2

Reference yield:

: 133007-95-1
(2S,3R,4S)-5-[(4-methoxybenzyl)oxy]-2,4-dimethylpentane-1,3-diol

: 132969-70-1,133007-96-2
(2R,8S,9R,10S,13S)-9-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-13-methoxy-1-(4-methoxy-benzyloxy)-2,4,4,8,10-pentamethyl-13-[3-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-tridecan-5-one

Guidance literature:: Multi-step reaction with 9 steps

1: Et₃N / CH₂Cl₂

2: NaI / acetone

3: 2,6-lutidine

4: 2) pH 4 buffer / 1) THF, HMPA 2) 4h, 25 deg C

5: 1) R-oxazaborolidine 21, BH₃*THF 2) H₂O

6: KH / tetrahydrofuran

7: DDQ, pH 7 buffer / CH₂Cl₂

8: 1) (COCl)2, DMSO 2) Et₃N

9: 1) LDA / 1) THF, -78 deg C

With 2,6-dimethylpyridine; borane-THF; oxalyl dichloride; pH 4 buffer; pH 7 buffer; R-oxazaborolidine 21; water; potassium hydride; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium iodide; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; acetone;
DOI:10.1016/S0040-4039(00)97305-2