3,7-anhydro-5-aza-8-azido-5-benzyl-2,4,5,6,8-pentadeoxy-D-glycero-D-allo-octonic acid

Base Information

Chemical Name:3,7-anhydro-5-aza-8-azido-5-benzyl-2,4,5,6,8-pentadeoxy-D-glycero-D-allo-octonic acid
CAS No.:813436-21-4
Molecular Formula:C₁₄H₁₈N₄O₃
Molecular Weight:290.322
Hs Code.:

Synonyms:3,7-anhydro-5-aza-8-azido-5-benzyl-2,4,5,6,8-pentadeoxy-D-glycero-D-allo-octonic acid

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Chemical Property of 3,7-anhydro-5-aza-8-azido-5-benzyl-2,4,5,6,8-pentadeoxy-D-glycero-D-allo-octonic acid

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Technology Process of 3,7-anhydro-5-aza-8-azido-5-benzyl-2,4,5,6,8-pentadeoxy-D-glycero-D-allo-octonic acid

There total 4 articles about 3,7-anhydro-5-aza-8-azido-5-benzyl-2,4,5,6,8-pentadeoxy-D-glycero-D-allo-octonic acid 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: 100.0%

: 813436-13-4
methyl 3,7-anhydro-5-aza-8-azido-5-benzyl-2,4,5,6,8-pentadeoxy-D-glycero-D-allo-octonate

: 813436-21-4
3,7-anhydro-5-aza-8-azido-5-benzyl-2,4,5,6,8-pentadeoxy-D-glycero-D-allo-octonic acid

Guidance literature:: With sodium hydroxide; In tetrahydrofuran; water; for 4h;
DOI:10.1021/jo048630x

Reference yield:

: 320350-51-4
methyl 2-((3aS,6R,6aR)-6-(azidomethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)acetate

: 813436-21-4
3,7-anhydro-5-aza-8-azido-5-benzyl-2,4,5,6,8-pentadeoxy-D-glycero-D-allo-octonic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / HCl / methanol; H₂O / 16 h

2: 94 percent / H₅IO₆ / tetrahydrofuran / 0.33 h

3: 54 percent / trimethyl orthoformate; NaCNBH₃; acetic acid / methanol / 16 h

4: 100 percent / NaOH / tetrahydrofuran; H₂O / 4 h

With hydrogenchloride; sodium hydroxide; sodium cyanoborohydride; acetic acid; periodic acid; trimethyl orthoformate; In tetrahydrofuran; methanol; water;
DOI:10.1021/jo048630x

Reference yield:

: 804564-21-4
methyl 3,6-anhydro-7-azido-2,7-dideoxy-D-allo-heptonate

: 813436-21-4
3,7-anhydro-5-aza-8-azido-5-benzyl-2,4,5,6,8-pentadeoxy-D-glycero-D-allo-octonic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / H₅IO₆ / tetrahydrofuran / 0.33 h

2: 54 percent / trimethyl orthoformate; NaCNBH₃; acetic acid / methanol / 16 h

3: 100 percent / NaOH / tetrahydrofuran; H₂O / 4 h

With sodium hydroxide; sodium cyanoborohydride; acetic acid; periodic acid; trimethyl orthoformate; In tetrahydrofuran; methanol; water;
DOI:10.1021/jo048630x