O-(3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-2-nitro-β-D-glucopyranosyl)-(1->6)-1,5-anhydro-3,4-di-O-tert-butyldimethylsilyl-2-deoxy-D-lyxo-hex-1-enitol

Base Information

Chemical Name:O-(3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-2-nitro-β-D-glucopyranosyl)-(1->6)-1,5-anhydro-3,4-di-O-tert-butyldimethylsilyl-2-deoxy-D-lyxo-hex-1-enitol
CAS No.:944065-09-2
Molecular Formula:C₄₄H₇₃NO₁₀Si₃
Molecular Weight:860.321
Hs Code.:

O-(3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-2-nitro-β-D-glucopyranosyl)-(1->6)-1,5-anhydro-3,4-di-O-tert-butyldimethylsilyl-2-deoxy-D-lyxo-hex-1-enitol

Synonyms:O-(3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-2-nitro-β-D-glucopyranosyl)-(1->6)-1,5-anhydro-3,4-di-O-tert-butyldimethylsilyl-2-deoxy-D-lyxo-hex-1-enitol

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Chemical Property of O-(3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-2-nitro-β-D-glucopyranosyl)-(1->6)-1,5-anhydro-3,4-di-O-tert-butyldimethylsilyl-2-deoxy-D-lyxo-hex-1-enitol

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Technology Process of O-(3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-2-nitro-β-D-glucopyranosyl)-(1->6)-1,5-anhydro-3,4-di-O-tert-butyldimethylsilyl-2-deoxy-D-lyxo-hex-1-enitol

There total 7 articles about O-(3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-2-nitro-β-D-glucopyranosyl)-(1->6)-1,5-anhydro-3,4-di-O-tert-butyldimethylsilyl-2-deoxy-D-lyxo-hex-1-enitol 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: 63.0%

: 944065-07-0
1,5-anhydro-3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-2-nitro-D-arabino-hex-1-enitol

: 944065-08-1
1,5-anhydro-3,4-di-O-tert-butyldimethylsilyl-2-deoxy-D-lyxo-hex-1-enitol

: 944065-09-2
O-(3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-2-nitro-β-D-glucopyranosyl)-(1->6)-1,5-anhydro-3,4-di-O-tert-butyldimethylsilyl-2-deoxy-D-lyxo-hex-1-enitol

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1021/jo061670b

Reference yield:

: 3,4-di-O-tert-butyldimethylsilyl-6-O-pivaloyl-galactal

: 944065-09-2
O-(3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-2-nitro-β-D-glucopyranosyl)-(1->6)-1,5-anhydro-3,4-di-O-tert-butyldimethylsilyl-2-deoxy-D-lyxo-hex-1-enitol

Guidance literature:: Multi-step reaction with 2 steps

1: 2.3 g / DIBAL-H / CH₂Cl₂ / -70 °C

2: 63 percent / potassium tert-butoxide / tetrahydrofuran / 2 h / 20 °C

With potassium tert-butylate; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo061670b

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 944065-09-2
O-(3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-2-nitro-β-D-glucopyranosyl)-(1->6)-1,5-anhydro-3,4-di-O-tert-butyldimethylsilyl-2-deoxy-D-lyxo-hex-1-enitol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 84 percent / imidazole / dimethylformamide / 12 h / 20 °C

2.1: conc. nitric acid; acetic anhydride / CH₂Cl₂ / 1 h / -30 °C

2.2: 54 percent / triethylamine / CH₂Cl₂ / 0.42 h

3.1: 63 percent / potassium tert-butoxide / tetrahydrofuran / 2 h / 20 °C

With 1H-imidazole; potassium tert-butylate; nitric acid; acetic anhydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo061670b