2,5-Anhydro-4,6-di-O-benzyl-1,3-dideoxy-1-(nitrosoacetamido)-D-ribo-hexitol

Base Information

Chemical Name:2,5-Anhydro-4,6-di-O-benzyl-1,3-dideoxy-1-(nitrosoacetamido)-D-ribo-hexitol
CAS No.:88287-64-3
Molecular Formula:C₂₂H₂₆N₂O₅
Molecular Weight:398.459
Hs Code.:

Synonyms:2,5-Anhydro-4,6-di-O-benzyl-1,3-dideoxy-1-(nitrosoacetamido)-D-ribo-hexitol

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Chemical Property of 2,5-Anhydro-4,6-di-O-benzyl-1,3-dideoxy-1-(nitrosoacetamido)-D-ribo-hexitol

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Technology Process of 2,5-Anhydro-4,6-di-O-benzyl-1,3-dideoxy-1-(nitrosoacetamido)-D-ribo-hexitol

There total 5 articles about 2,5-Anhydro-4,6-di-O-benzyl-1,3-dideoxy-1-(nitrosoacetamido)-D-ribo-hexitol 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:

: 88287-63-2
1-Acetamido-2,5-anhydro-4,6-di-O-benzyl-1,3-dideoxy-D-ribo-hexitol

: 88287-64-3
2,5-Anhydro-4,6-di-O-benzyl-1,3-dideoxy-1-(nitrosoacetamido)-D-ribo-hexitol

Guidance literature:: With dinitrogen tetraoxide; In tetrachloromethane; acetic acid; at 0 ℃; for 2h; Yield given;
DOI:10.1021/jo00177a028

Reference yield:

: 50908-41-3
2,5-anhydro-3-deoxy-4,6-di-O-toluoyl-D-ribohexononitrile

: 88287-64-3
2,5-Anhydro-4,6-di-O-benzyl-1,3-dideoxy-1-(nitrosoacetamido)-D-ribo-hexitol

Guidance literature:: Multi-step reaction with 5 steps

1: 12.1 g / sodium (trifluoroacetoxy)borohydride, HCl / tetrahydrofuran / 18 h / Ambient temperature

2: 63 percent / sodium acetate, pyridine / Ambient temperature

3: NaOCH₃ / methanol / 0.75 h / Heating

4: 59 percent / KOH / dimethylsulfoxide / 2 h / 15 - 20 °C

5: N₂O₄ / CCl₄; acetic acid / 2 h / 0 °C

With pyridine; hydrogenchloride; potassium hydroxide; sodium (trifluoroacetoxy)borohydride; sodium methylate; sodium acetate; dinitrogen tetraoxide; In tetrahydrofuran; methanol; tetrachloromethane; acetic acid; dimethyl sulfoxide;
DOI:10.1021/jo00177a028

Reference yield:

: 88287-62-1
1-Acetamido-2,5-anhydro-1,3-dideoxy-D-ribo-hexitol

: 88287-64-3
2,5-Anhydro-4,6-di-O-benzyl-1,3-dideoxy-1-(nitrosoacetamido)-D-ribo-hexitol

Guidance literature:: Multi-step reaction with 2 steps

1: 59 percent / KOH / dimethylsulfoxide / 2 h / 15 - 20 °C

2: N₂O₄ / CCl₄; acetic acid / 2 h / 0 °C

With potassium hydroxide; dinitrogen tetraoxide; In tetrachloromethane; acetic acid; dimethyl sulfoxide;
DOI:10.1021/jo00177a028