8-azidooctyl 5-O-(2-O-benzyl-α-D-arabinofuranosyl)-2,3-di-O-benzyl-α-D-arabinofuranoside

Base Information

Chemical Name:8-azidooctyl 5-O-(2-O-benzyl-α-D-arabinofuranosyl)-2,3-di-O-benzyl-α-D-arabinofuranoside
CAS No.:593284-07-2
Molecular Formula:C₃₉H₅₁N₃O₉
Molecular Weight:705.849
Hs Code.:

Synonyms:8-azidooctyl 5-O-(2-O-benzyl-α-D-arabinofuranosyl)-2,3-di-O-benzyl-α-D-arabinofuranoside

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Chemical Property of 8-azidooctyl 5-O-(2-O-benzyl-α-D-arabinofuranosyl)-2,3-di-O-benzyl-α-D-arabinofuranoside

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Technology Process of 8-azidooctyl 5-O-(2-O-benzyl-α-D-arabinofuranosyl)-2,3-di-O-benzyl-α-D-arabinofuranoside

There total 11 articles about 8-azidooctyl 5-O-(2-O-benzyl-α-D-arabinofuranosyl)-2,3-di-O-benzyl-α-D-arabinofuranoside 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: 62.0%

: (2S,3S,3aR,9aR)-2-[(2R,3R,4S,5S)-5-(8-Azido-octyloxy)-3,4-bis-benzyloxy-tetrahydro-furan-2-ylmethoxy]-3-benzyloxy-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacyclooctene

: 593284-07-2
8-azidooctyl 5-O-(2-O-benzyl-α-D-arabinofuranosyl)-2,3-di-O-benzyl-α-D-arabinofuranoside

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 2h;
DOI:10.1081/CAR-120025322

Reference yield:

: 57395-46-7
8-azidooctan-1-ol

: 593284-07-2
8-azidooctyl 5-O-(2-O-benzyl-α-D-arabinofuranosyl)-2,3-di-O-benzyl-α-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 8 steps

1.1: 75 percent / I₂ / acetonitrile / 3 h

2.1: 97 percent / sodium methoxide / methanol; CH₂Cl₂ / 4 h

3.1: 67 percent / pyridine / 10 h / 0 - 20 °C

4.1: 96 percent / NaH / dimethylformamide / 1 h / 0 - 20 °C

5.1: 93 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / 0 °C

6.1: molecular sieves 4 Angstroem; N-iodosuccinimide; silver triflate / CH₂Cl₂ / 1 h / 0 °C

6.2: 72 percent / sodium methoxide / methanol; CH₂Cl₂ / 4 h / 20 °C

7.1: NaH / dimethylformamide / 1 h / 0 - 20 °C

8.1: 62 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 2 h / 0 °C

With pyridine; N-iodo-succinimide; 4 A molecular sieve; tetrabutyl ammonium fluoride; iodine; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1081/CAR-120025322

Reference yield:

: 100-39-0
benzyl bromide

: 593284-07-2
8-azidooctyl 5-O-(2-O-benzyl-α-D-arabinofuranosyl)-2,3-di-O-benzyl-α-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: 96 percent / NaH / dimethylformamide / 1 h / 0 - 20 °C

2.1: 93 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / 0 °C

3.1: molecular sieves 4 Angstroem; N-iodosuccinimide; silver triflate / CH₂Cl₂ / 1 h / 0 °C

3.2: 72 percent / sodium methoxide / methanol; CH₂Cl₂ / 4 h / 20 °C

4.1: NaH / dimethylformamide / 1 h / 0 - 20 °C

5.1: 62 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 2 h / 0 °C

With N-iodo-succinimide; 4 A molecular sieve; tetrabutyl ammonium fluoride; silver trifluoromethanesulfonate; sodium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1081/CAR-120025322