3,4,5,7-tetra-O-benzyl-2,6-dideoxy-2,6-imino-1-O-(methoxymethyl)-D-glycero-D-gulo-heptitol

Base Information

Chemical Name:3,4,5,7-tetra-O-benzyl-2,6-dideoxy-2,6-imino-1-O-(methoxymethyl)-D-glycero-D-gulo-heptitol
CAS No.:162333-05-3
Molecular Formula:C₃₇H₄₃NO₆
Molecular Weight:597.752
Hs Code.:

Synonyms:3,4,5,7-tetra-O-benzyl-2,6-dideoxy-2,6-imino-1-O-(methoxymethyl)-D-glycero-D-gulo-heptitol

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Chemical Property of 3,4,5,7-tetra-O-benzyl-2,6-dideoxy-2,6-imino-1-O-(methoxymethyl)-D-glycero-D-gulo-heptitol

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Technology Process of 3,4,5,7-tetra-O-benzyl-2,6-dideoxy-2,6-imino-1-O-(methoxymethyl)-D-glycero-D-gulo-heptitol

There total 4 articles about 3,4,5,7-tetra-O-benzyl-2,6-dideoxy-2,6-imino-1-O-(methoxymethyl)-D-glycero-D-gulo-heptitol 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:

: 162333-06-4
3,4,5,7-tetra-O-benzyl-1-O-(methoxymethyl)-D-xylo-2,6-heptodiulose

: 162333-05-3
3,4,5,7-tetra-O-benzyl-2,6-dideoxy-2,6-imino-1-O-(methoxymethyl)-D-glycero-D-gulo-heptitol

Guidance literature:: With 3 A molecular sieve; ammonium formate; sodium cyanoborohydride; In methanol; for 14h; Ambient temperature;
DOI:10.1016/0040-4039(94)02389-S

Reference yield:

: (2R,3R,4S,5S)-1,3,4,5-Tetrakis-benzyloxy-7-methoxymethoxy-heptane-2,6-diol

: 162333-05-3
3,4,5,7-tetra-O-benzyl-2,6-dideoxy-2,6-imino-1-O-(methoxymethyl)-D-glycero-D-gulo-heptitol

Guidance literature:: Multi-step reaction with 2 steps

1: (CF₃CO)2O, DMSO / CH₂Cl₂ / 1.5 h / -78 °C

2: ammonium formate, NaBH₃CN / methanol / 0.5 h / Ambient temperature

With ammonium formate; sodium cyanoborohydride; dimethyl sulfoxide; trifluoroacetic anhydride; In methanol; dichloromethane;
DOI:10.1021/jo960362i

Reference yield:

: 13096-62-3
(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one

: 162333-05-3
3,4,5,7-tetra-O-benzyl-2,6-dideoxy-2,6-imino-1-O-(methoxymethyl)-D-glycero-D-gulo-heptitol

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / tetrahydrofuran / -78 °C

2: 97 percent / LiAlH₄ / tetrahydrofuran

3: TFAA, Et₃N / dimethylsulfoxide; CH₂Cl₂

4: ammonium formate, NaBH₃CN, 3 Angstroem molecular sieves / methanol / 14 h / Ambient temperature

With lithium aluminium tetrahydride; 3 A molecular sieve; ammonium formate; sodium cyanoborohydride; triethylamine; trifluoroacetic anhydride; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide;
DOI:10.1016/0040-4039(94)02389-S