(S)-2-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propan-1-ol

Base Information

Chemical Name:(S)-2-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propan-1-ol
CAS No.:177798-87-7
Molecular Formula:C₂₇H₃₄O₄Si
Molecular Weight:450.65
Hs Code.:

Synonyms:(S)-2-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propan-1-ol

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Chemical Property of (S)-2-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propan-1-ol

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Technology Process of (S)-2-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propan-1-ol

There total 7 articles about (S)-2-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propan-1-ol 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: 81.0%

: Acetic acid (R)-2-(tert-butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-1-p-tolylsulfanyl-propyl ester

: 177798-87-7
(S)-2-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propan-1-ol

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; for 2h;
DOI:10.1021/jo960134o

Reference yield:

: 88920-24-5
p-methoxybenzyloxy acetic acid

: 177798-87-7
(S)-2-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propan-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1: p-TsOH / 4 h / 60 °C

2: 1.) diisopropylamine, n-butyllithium / 1.) THF, hexane, 30 min, 0 deg C, 2.) THF, r.t., 2 h

3: 61 percent / DIBAL / tetrahydrofuran; toluene / 0.5 h / -78 °C

4: 98 percent / imidazole / dimethylformamide / 12 h

5: 94 percent / NaOAc / 11 h / 130 °C

6: 81 percent / LiAlH₄ / diethyl ether / 2 h / 0 °C

With 1H-imidazole; lithium aluminium tetrahydride; n-butyllithium; sodium acetate; diisobutylaluminium hydride; toluene-4-sulfonic acid; diisopropylamine; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo960134o

Reference yield:

: 105-13-5
4-Methoxybenzyl alcohol

: 177798-87-7
(S)-2-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propan-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1: NaH, Bu₄NBr / tetrahydrofuran / 1.) 25 deg C, 2.) reflux, 4 h

2: p-TsOH / 4 h / 60 °C

3: 1.) diisopropylamine, n-butyllithium / 1.) THF, hexane, 30 min, 0 deg C, 2.) THF, r.t., 2 h

4: 61 percent / DIBAL / tetrahydrofuran; toluene / 0.5 h / -78 °C

5: 98 percent / imidazole / dimethylformamide / 12 h

6: 94 percent / NaOAc / 11 h / 130 °C

7: 81 percent / LiAlH₄ / diethyl ether / 2 h / 0 °C

With 1H-imidazole; lithium aluminium tetrahydride; n-butyllithium; tetrabutylammomium bromide; sodium acetate; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; diisopropylamine; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo960134o