2,5-anhydro-3-N-tert-butoxycarbonylamino-6-O-benzyl-3-deoxy-1-O-methyl-D-altritol

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Chemical Name:2,5-anhydro-3-N-tert-butoxycarbonylamino-6-O-benzyl-3-deoxy-1-O-methyl-D-altritol
CAS No.:1221686-32-3
Molecular Formula:C₂₁H₃₂N₂O₇
Molecular Weight:424.494
Hs Code.:

Synonyms:2,5-anhydro-3-N-tert-butoxycarbonylamino-6-O-benzyl-3-deoxy-1-O-methyl-D-altritol

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Chemical Property of 2,5-anhydro-3-N-tert-butoxycarbonylamino-6-O-benzyl-3-deoxy-1-O-methyl-D-altritol

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Technology Process of 2,5-anhydro-3-N-tert-butoxycarbonylamino-6-O-benzyl-3-deoxy-1-O-methyl-D-altritol

There total 2 articles about 2,5-anhydro-3-N-tert-butoxycarbonylamino-6-O-benzyl-3-deoxy-1-O-methyl-D-altritol 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: 82.0%

: 4530-20-5
BOC-glycine

: 1221686-31-2
2,5-anhydro-3-amino-6-O-benzyl-3-deoxy-1-O-methyl-D-altritol

: 1221686-32-3
2,5-anhydro-3-N-tert-butoxycarbonylamino-6-O-benzyl-3-deoxy-1-O-methyl-D-altritol

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 20h; Inert atmosphere;
DOI:10.1039/c2ob26992a

Reference yield:

: 2,5-anhydro-3-azido-4,6-O-benzylidene-3-deoxy-1-fluoro-1-O-methyl-D-altritol

: 1221686-32-3
2,5-anhydro-3-N-tert-butoxycarbonylamino-6-O-benzyl-3-deoxy-1-O-methyl-D-altritol

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium cyanoborohydride / tetrahydrofuran / 0.25 h / Molecular sieve

1.2: 0.08 h / 20 °C

2.1: triphenylphosphine / tetrahydrofuran / 8 h / 20 °C

2.2: 20 h / 20 °C / Enzymatic reaction

3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 h / 0 - 20 °C / Inert atmosphere

With sodium cyanoborohydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; 2.1: |Staudinger Azide Reduction;
DOI:10.1039/c2ob26992a