(2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2-methoxymethoxy-pentanal

Base Information

Chemical Name:(2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2-methoxymethoxy-pentanal
CAS No.:1054645-47-4
Molecular Formula:C₂₁H₃₆O₆Si
Molecular Weight:412.599
Hs Code.:

Synonyms:(2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2-methoxymethoxy-pentanal

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Chemical Property of (2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2-methoxymethoxy-pentanal

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Technology Process of (2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2-methoxymethoxy-pentanal

There total 5 articles about (2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2-methoxymethoxy-pentanal 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:

: (3S,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-3-methoxymethoxy-hexane-1,2-diol

: 1054645-47-4
(2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2-methoxymethoxy-pentanal

Guidance literature:: With lead(IV) acetate; potassium carbonate; In methanol; at 0 ℃; for 0.25h;
DOI:10.1021/ja034030o

Reference yield:

: 128461-65-4
3-(p-methoxybenzyloxy)propanal

: 1054645-47-4
(2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2-methoxymethoxy-pentanal

Guidance literature:: Multi-step reaction with 4 steps

1.1: sec-butyllithium; (+)-B-methoxydiisopinocampheylborane / tetrahydrofuran; cyclohexane / 1 h / -78 °C

1.2: boron trifluoride etherate / 3 h / -78 °C

2.1: 93 percent / imidazole / dimethylformamide / 24 h / 20 °C / pH 7

3.1: OsO₄; NMO / tetrahydrofuran; H₂O; toluene / 24 h / 20 °C

4.1: Pb(OAc)4; K₂CO₃ / methanol / 0.25 h / 0 °C

With (+)-Ipc₂BOMe; 1H-imidazole; lead(IV) acetate; osmium(VIII) oxide; N-methyl-2-indolinone; sec.-butyllithium; potassium carbonate; In tetrahydrofuran; methanol; cyclohexane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja034030o

Reference yield:

: 135362-69-5
3-(4-methoxybenzyl)oxypropan-1-ol

: 1054645-47-4
(2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2-methoxymethoxy-pentanal

Guidance literature:: Multi-step reaction with 5 steps

1.1: pyridinium dichromate; 4A molecular sieves / CH₂Cl₂ / 20 °C

2.1: sec-butyllithium; (+)-B-methoxydiisopinocampheylborane / tetrahydrofuran; cyclohexane / 1 h / -78 °C

2.2: boron trifluoride etherate / 3 h / -78 °C

3.1: 93 percent / imidazole / dimethylformamide / 24 h / 20 °C / pH 7

4.1: OsO₄; NMO / tetrahydrofuran; H₂O; toluene / 24 h / 20 °C

5.1: Pb(OAc)4; K₂CO₃ / methanol / 0.25 h / 0 °C

With (+)-Ipc₂BOMe; 1H-imidazole; lead(IV) acetate; osmium(VIII) oxide; dipyridinium dichromate; N-methyl-2-indolinone; 4 A molecular sieve; sec.-butyllithium; potassium carbonate; In tetrahydrofuran; methanol; dichloromethane; cyclohexane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja034030o