1L-2-azido-1,5,6-tri-O-benzyl-2-desoxy-4-C-(hydroxymethyl)-4,7-O-isopropyliden-muco-inosit

Base Information

Chemical Name:1L-2-azido-1,5,6-tri-O-benzyl-2-desoxy-4-C-(hydroxymethyl)-4,7-O-isopropyliden-muco-inosit
CAS No.:106988-99-2
Molecular Formula:C₃₁H₃₅N₃O₆
Molecular Weight:545.635
Hs Code.:

Synonyms:1L-2-azido-1,5,6-tri-O-benzyl-2-desoxy-4-C-(hydroxymethyl)-4,7-O-isopropyliden-muco-inosit

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Chemical Property of 1L-2-azido-1,5,6-tri-O-benzyl-2-desoxy-4-C-(hydroxymethyl)-4,7-O-isopropyliden-muco-inosit

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Technology Process of 1L-2-azido-1,5,6-tri-O-benzyl-2-desoxy-4-C-(hydroxymethyl)-4,7-O-isopropyliden-muco-inosit

There total 5 articles about 1L-2-azido-1,5,6-tri-O-benzyl-2-desoxy-4-C-(hydroxymethyl)-4,7-O-isopropyliden-muco-inosit 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: 45.0%

: 106988-97-0
(1'S,2'S,3'S,4'R,5'R,6'S)-3',4',5'-tribenzyloxy-2,2-dimethylspiro<1,3-dioxolane-4,2'-oxabicyclo<4.1.0>heptane>

: 106988-99-2
1L-2-azido-1,5,6-tri-O-benzyl-2-desoxy-4-C-(hydroxymethyl)-4,7-O-isopropyliden-muco-inosit

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 100 ℃; for 96h;
DOI:10.1002/jlac.198719870350

Reference yield:

: 85798-11-4
(4S,5R,6S)-4,5,6-tris-benzyloxycyclohex-2-en-1-one

: 106988-99-2
1L-2-azido-1,5,6-tri-O-benzyl-2-desoxy-4-C-(hydroxymethyl)-4,7-O-isopropyliden-muco-inosit

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) 15percent n-BuLi, 2.) H₂O / 1.) THF/hexane, -78 deg C, 1 h, 2.) THF/hexane, -78 deg C, 2 h

2: 1.) HgO/HgCl₂, 2.) NaBH₄ / 1) CH₃CN/H₂O

3: 93 percent / 4-toluenesulfonic acid / dimethylformamide / 40 °C

4: 36 percent / NaHCO₃, 80percent 3-chloroperoxybenzoic acid / CH₂Cl₂ / 528 h / Ambient temperature

5: 45 percent / NaN₃ / dimethylformamide / 96 h / 100 °C

With sodium tetrahydroborate; n-butyllithium; sodium azide; water; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; mercury dichloride; mercury(II) oxide; toluene-4-sulfonic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/jlac.198719870350

Reference yield:

: 106988-92-5
1L-(1,2,4/3)-2,3,4-tri-O-benzyl-1-C-(hydroxymethyl)-5-cyclohexen-1,2,3,4-tetrol

: 106988-99-2
1L-2-azido-1,5,6-tri-O-benzyl-2-desoxy-4-C-(hydroxymethyl)-4,7-O-isopropyliden-muco-inosit

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / 4-toluenesulfonic acid / dimethylformamide / 40 °C

2: 36 percent / NaHCO₃, 80percent 3-chloroperoxybenzoic acid / CH₂Cl₂ / 528 h / Ambient temperature

3: 45 percent / NaN₃ / dimethylformamide / 96 h / 100 °C

With sodium azide; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; toluene-4-sulfonic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/jlac.198719870350