methyl 2-C-(2,3-di-O-benzyl-6-C-nitro-6-deoxy-α-D-ribo-hexano-furanosyl)acetate

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Chemical Name:methyl 2-C-(2,3-di-O-benzyl-6-C-nitro-6-deoxy-α-D-ribo-hexano-furanosyl)acetate
CAS No.:936112-26-4
Molecular Formula:C₂₃H₂₇NO₇
Molecular Weight:429.47
Hs Code.:

Synonyms:methyl 2-C-(2,3-di-O-benzyl-6-C-nitro-6-deoxy-α-D-ribo-hexano-furanosyl)acetate

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Chemical Property of methyl 2-C-(2,3-di-O-benzyl-6-C-nitro-6-deoxy-α-D-ribo-hexano-furanosyl)acetate

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Technology Process of methyl 2-C-(2,3-di-O-benzyl-6-C-nitro-6-deoxy-α-D-ribo-hexano-furanosyl)acetate

There total 6 articles about methyl 2-C-(2,3-di-O-benzyl-6-C-nitro-6-deoxy-α-D-ribo-hexano-furanosyl)acetate 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: 73.0%

: 936112-24-2
2-C-(2,3-di-O-benzyl-6-C-nitro-6-deoxy-α-D-ribo-hexano-furanosyl)acetaldehyde

: 74-88-4
methyl iodide

: 936112-26-4
methyl 2-C-(2,3-di-O-benzyl-6-C-nitro-6-deoxy-α-D-ribo-hexano-furanosyl)acetate

Guidance literature:: 2-C-(2,3-di-O-benzyl-6-C-nitro-6-deoxy-α-D-ribo-hexano-furanosyl)acetaldehyde; With potassium permanganate; sulfuric acid; In water; acetone; at 20 ℃; for 0.5h;

methyl iodide; With sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1021/jo070014o

Reference yield:

: 936112-16-2
1-C-allyl 2,3-di-O-benzyl-5-aldo-α-D-ribofuranoside

: 936112-26-4
methyl 2-C-(2,3-di-O-benzyl-6-C-nitro-6-deoxy-α-D-ribo-hexano-furanosyl)acetate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 88 percent / sodium methoxide / methanol / 0 - 20 °C

2.1: 84 percent / TEA; MeSO₂Cl / CH₂Cl₂ / 0.5 h / 0 °C

3.1: 87 percent / NaBH₄ / methanol / 1 h / 0 - 20 °C

4.1: ozone / CH₂Cl₂ / -78 °C

4.2: 63 percent / dimethyl sulfide

5.1: KMnO₄; sulfuric acid / acetone; H₂O / 0.5 h / 20 °C

5.2: 73 percent / NaHCO₃ / dimethylformamide / 20 °C

With sodium tetrahydroborate; potassium permanganate; TEA; sulfuric acid; sodium methylate; ozone; methanesulfonyl chloride; In methanol; dichloromethane; water; acetone; 1.1: Henry reaction;
DOI:10.1021/jo070014o

Reference yield:

: 936112-20-8
1-C-allyl 2,3-di-O-benzyl-6-C-nitro-6-deoxy-α-D-ribo-hexano-furanoside

: 936112-26-4
methyl 2-C-(2,3-di-O-benzyl-6-C-nitro-6-deoxy-α-D-ribo-hexano-furanosyl)acetate

Guidance literature:: Multi-step reaction with 2 steps

1.1: ozone / CH₂Cl₂ / -78 °C

1.2: 63 percent / dimethyl sulfide

2.1: KMnO₄; sulfuric acid / acetone; H₂O / 0.5 h / 20 °C

2.2: 73 percent / NaHCO₃ / dimethylformamide / 20 °C

With potassium permanganate; sulfuric acid; ozone; In dichloromethane; water; acetone;
DOI:10.1021/jo070014o