(1R,2S,3S,4R,4aR,11bR)-1-Azido-4-(4-methoxy-benzyloxy)-2,3,4,4a,6,11b-hexahydro-1H-5,8,10-trioxa-cyclopenta[b]phenanthrene-2,3-diol

Base Information

Chemical Name:(1R,2S,3S,4R,4aR,11bR)-1-Azido-4-(4-methoxy-benzyloxy)-2,3,4,4a,6,11b-hexahydro-1H-5,8,10-trioxa-cyclopenta[b]phenanthrene-2,3-diol
CAS No.:173425-87-1
Molecular Formula:C₂₂H₂₃N₃O₇
Molecular Weight:441.441
Hs Code.:

Synonyms:(1R,2S,3S,4R,4aR,11bR)-1-Azido-4-(4-methoxy-benzyloxy)-2,3,4,4a,6,11b-hexahydro-1H-5,8,10-trioxa-cyclopenta[b]phenanthrene-2,3-diol

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Chemical Property of (1R,2S,3S,4R,4aR,11bR)-1-Azido-4-(4-methoxy-benzyloxy)-2,3,4,4a,6,11b-hexahydro-1H-5,8,10-trioxa-cyclopenta[b]phenanthrene-2,3-diol

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Technology Process of (1R,2S,3S,4R,4aR,11bR)-1-Azido-4-(4-methoxy-benzyloxy)-2,3,4,4a,6,11b-hexahydro-1H-5,8,10-trioxa-cyclopenta[b]phenanthrene-2,3-diol

There total 12 articles about (1R,2S,3S,4R,4aR,11bR)-1-Azido-4-(4-methoxy-benzyloxy)-2,3,4,4a,6,11b-hexahydro-1H-5,8,10-trioxa-cyclopenta[b]phenanthrene-2,3-diol 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: 65.0%

: 173425-86-0
C₂₂H₂₂O₇

: (1S,2R,3S,4R,4aR,11bR)-2-Azido-4-(4-methoxy-benzyloxy)-2,3,4,4a,6,11b-hexahydro-1H-5,8,10-trioxa-cyclopenta[b]phenanthrene-1,3-diol

: 173425-87-1
(1R,2S,3S,4R,4aR,11bR)-1-Azido-4-(4-methoxy-benzyloxy)-2,3,4,4a,6,11b-hexahydro-1H-5,8,10-trioxa-cyclopenta[b]phenanthrene-2,3-diol

Guidance literature:: With diisopropoxytitanium diazide; In N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(95)02070-5

Reference yield:

: 5434-47-9
5-bromo-6-bromomethylbenzo[1,3]dioxole

: 173425-87-1
(1R,2S,3S,4R,4aR,11bR)-1-Azido-4-(4-methoxy-benzyloxy)-2,3,4,4a,6,11b-hexahydro-1H-5,8,10-trioxa-cyclopenta[b]phenanthrene-2,3-diol

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / NaH / dimethylformamide

2: 64 percent / n-BuLi / diethyl ether / -78 °C

3: 84 percent / pyridine

4: 95 percent / 6N HCl / methanol

5: 96 percent / sodium methoxide / methanol

6: 65 percent / Ti(O-iPr)2(N₃)2 / dimethylformamide

With pyridine; hydrogenchloride; n-butyllithium; diisopropoxytitanium diazide; sodium methylate; sodium hydride; In methanol; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(95)02070-5

Reference yield:

: 34361-60-9,55123-24-5,55123-26-7,62012-78-6,104873-71-4
1L-1,2:4,5-di-O-cyclohexylidene-myo-inositol

: 173425-87-1
(1R,2S,3S,4R,4aR,11bR)-1-Azido-4-(4-methoxy-benzyloxy)-2,3,4,4a,6,11b-hexahydro-1H-5,8,10-trioxa-cyclopenta[b]phenanthrene-2,3-diol

Guidance literature:: Multi-step reaction with 10 steps

1: 76 percent / pyridine

2: 90 percent / NaH

3: 83 percent / p-TsOH, EtOH / CH₂Cl₂

4: 93 percent / sodium methoxide / methanol / Heating

5: 98 percent / NaH / dimethylformamide

6: 64 percent / n-BuLi / diethyl ether / -78 °C

7: 84 percent / pyridine

8: 95 percent / 6N HCl / methanol

9: 96 percent / sodium methoxide / methanol

10: 65 percent / Ti(O-iPr)2(N₃)2 / dimethylformamide

With pyridine; hydrogenchloride; n-butyllithium; ethanol; diisopropoxytitanium diazide; sodium methylate; sodium hydride; toluene-4-sulfonic acid; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(95)02070-5