((5R,6S)-5,9-Bis-benzyloxy-6-methoxymethoxy-6-methyl-nonyloxy)-tert-butyl-dimethyl-silane

Base Information

Chemical Name:((5R,6S)-5,9-Bis-benzyloxy-6-methoxymethoxy-6-methyl-nonyloxy)-tert-butyl-dimethyl-silane
CAS No.:850656-96-1
Molecular Formula:C₃₂H₅₂O₅Si
Molecular Weight:544.847
Hs Code.:

Synonyms:((5R,6S)-5,9-Bis-benzyloxy-6-methoxymethoxy-6-methyl-nonyloxy)-tert-butyl-dimethyl-silane

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Chemical Property of ((5R,6S)-5,9-Bis-benzyloxy-6-methoxymethoxy-6-methyl-nonyloxy)-tert-butyl-dimethyl-silane

Chemical Property:

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Technology Process of ((5R,6S)-5,9-Bis-benzyloxy-6-methoxymethoxy-6-methyl-nonyloxy)-tert-butyl-dimethyl-silane

There total 11 articles about ((5R,6S)-5,9-Bis-benzyloxy-6-methoxymethoxy-6-methyl-nonyloxy)-tert-butyl-dimethyl-silane 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:

: 100-39-0
benzyl bromide

: 436153-64-9
(4S,5R)-5-Benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-4-methoxymethoxy-4-methyl-nonan-1-ol

: 850656-96-1
((5R,6S)-5,9-Bis-benzyloxy-6-methoxymethoxy-6-methyl-nonyloxy)-tert-butyl-dimethyl-silane

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at 0 - 20 ℃;
DOI:10.1021/ja042686r

Reference yield:

: 73842-99-6
3-tert-butyldimethylsilyloxy-1-propanol

: 850656-96-1
((5R,6S)-5,9-Bis-benzyloxy-6-methoxymethoxy-6-methyl-nonyloxy)-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 9 steps

1.1: n-Bu₃P / dimethylformamide / 20 °C

2.1: mCPBA; NaHCO₃ / CH₂Cl₂ / 0 °C

3.1: n-BuLi; hexamethylphosphoramide / tetrahydrofuran; hexane / 0.5 h / -78 °C

3.2: 96 percent / tetrahydrofuran; hexamethylphosphoric acid triamide; hexane / -78 - 0 °C

4.1: 75 percent / Na₂HPO₄; sodium amalgam; methanol / methanol / 0 - 20 °C

5.1: 7.93 g / potassium t-butoxide / tetrahydrofuran / 0 - 20 °C

6.1: N-methylmorpholine-N-oxide; aq. OsO₄ / tetrahydrofuran; 2-methyl-propan-2-ol / 72 h / 20 °C

7.1: aq. NaIO₄ / tetrahydrofuran; 2-methyl-propan-2-ol / 2 h / 20 °C

8.1: 5.67 g / NaBH₄ / methanol / 0.5 h / 0 °C

9.1: potassium t-butoxide / tetrahydrofuran / 0 - 20 °C

With methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; sodium periodate; disodium hydrogenphosphate; sodium amalgam; osmium(VIII) oxide; n-butyllithium; tributylphosphine; potassium tert-butylate; sodium hydrogencarbonate; 4-methylmorpholine N-oxide; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/ja042686r

Reference yield:

: 121942-44-7
(3-Benzenesulfonyl-propoxy)-tert-butyl-dimethyl-silane

: 850656-96-1
((5R,6S)-5,9-Bis-benzyloxy-6-methoxymethoxy-6-methyl-nonyloxy)-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 7 steps

1.1: n-BuLi; hexamethylphosphoramide / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: 96 percent / tetrahydrofuran; hexamethylphosphoric acid triamide; hexane / -78 - 0 °C

2.1: 75 percent / Na₂HPO₄; sodium amalgam; methanol / methanol / 0 - 20 °C

3.1: 7.93 g / potassium t-butoxide / tetrahydrofuran / 0 - 20 °C

4.1: N-methylmorpholine-N-oxide; aq. OsO₄ / tetrahydrofuran; 2-methyl-propan-2-ol / 72 h / 20 °C

5.1: aq. NaIO₄ / tetrahydrofuran; 2-methyl-propan-2-ol / 2 h / 20 °C

6.1: 5.67 g / NaBH₄ / methanol / 0.5 h / 0 °C

7.1: potassium t-butoxide / tetrahydrofuran / 0 - 20 °C

With methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; sodium periodate; disodium hydrogenphosphate; sodium amalgam; osmium(VIII) oxide; n-butyllithium; potassium tert-butylate; 4-methylmorpholine N-oxide; In tetrahydrofuran; methanol; hexane; tert-butyl alcohol;
DOI:10.1021/ja042686r