2,3,4,6-tetra-O-benzyl-8-(N-tert-butoxycarbonyl)amino-7,8-dideoxy-1,5-di-O-methanesulfonyl-L-glycero-D-gluco-octinol

Base Information

Chemical Name:2,3,4,6-tetra-O-benzyl-8-(N-tert-butoxycarbonyl)amino-7,8-dideoxy-1,5-di-O-methanesulfonyl-L-glycero-D-gluco-octinol
CAS No.:222185-74-2
Molecular Formula:C₄₃H₅₅NO₁₂S₂
Molecular Weight:842.041
Hs Code.:

Synonyms:2,3,4,6-tetra-O-benzyl-8-(N-tert-butoxycarbonyl)amino-7,8-dideoxy-1,5-di-O-methanesulfonyl-L-glycero-D-gluco-octinol

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Chemical Property of 2,3,4,6-tetra-O-benzyl-8-(N-tert-butoxycarbonyl)amino-7,8-dideoxy-1,5-di-O-methanesulfonyl-L-glycero-D-gluco-octinol

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Technology Process of 2,3,4,6-tetra-O-benzyl-8-(N-tert-butoxycarbonyl)amino-7,8-dideoxy-1,5-di-O-methanesulfonyl-L-glycero-D-gluco-octinol

There total 5 articles about 2,3,4,6-tetra-O-benzyl-8-(N-tert-butoxycarbonyl)amino-7,8-dideoxy-1,5-di-O-methanesulfonyl-L-glycero-D-gluco-octinol 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: 81.0%

: 124-63-0
methanesulfonyl chloride

: 222185-72-0
2,3,4,6-tetra-O-benzyl-8-(N-tert-butoxycarbonyl)amino-7,8-dideoxy-L-glycero-D-gluco-octinol

: 222185-74-2
2,3,4,6-tetra-O-benzyl-8-(N-tert-butoxycarbonyl)amino-7,8-dideoxy-1,5-di-O-methanesulfonyl-L-glycero-D-gluco-octinol

Guidance literature:: With dmap; In pyridine; at -10 ℃; for 7h;
DOI:10.1016/S0040-4020(98)01218-6

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 222185-74-2
2,3,4,6-tetra-O-benzyl-8-(N-tert-butoxycarbonyl)amino-7,8-dideoxy-1,5-di-O-methanesulfonyl-L-glycero-D-gluco-octinol

Guidance literature:: Multi-step reaction with 2 steps

1: aq. NaHCO₃ / ethyl acetate / 0.25 h

2: 81 percent / DMAP / pyridine / 7 h / -10 °C

With dmap; sodium hydrogencarbonate; In pyridine; ethyl acetate;
DOI:10.1016/S0040-4020(98)01218-6

Reference yield:

: (2S,3R,4R,5R,6S)-8-Azido-2,3,4,6-tetrakis-benzyloxy-octane-1,5-diol

: 222185-74-2
2,3,4,6-tetra-O-benzyl-8-(N-tert-butoxycarbonyl)amino-7,8-dideoxy-1,5-di-O-methanesulfonyl-L-glycero-D-gluco-octinol

Guidance literature:: Multi-step reaction with 3 steps

1: NiCl₂*6H₂O-NaBH₄ / ethanol / 0.33 h / Ambient temperature

2: aq. NaHCO₃ / ethyl acetate / 0.25 h

3: 81 percent / DMAP / pyridine / 7 h / -10 °C

With dmap; sodium tetrahydroborate; sodium hydrogencarbonate; nickel dichloride; In pyridine; ethanol; ethyl acetate;
DOI:10.1016/S0040-4020(98)01218-6