(2R,3S)-2-allylbutane-1,3-diol 1-benzyl ether 3-(3',5'-dinitro)benzoate

Base Information

Chemical Name:(2R,3S)-2-allylbutane-1,3-diol 1-benzyl ether 3-(3',5'-dinitro)benzoate
CAS No.:111456-69-0
Molecular Formula:C₂₁H₂₂N₂O₇
Molecular Weight:414.415
Hs Code.:

Synonyms:(2R,3S)-2-allylbutane-1,3-diol 1-benzyl ether 3-(3',5'-dinitro)benzoate

Suppliers and Price of (2R,3S)-2-allylbutane-1,3-diol 1-benzyl ether 3-(3',5'-dinitro)benzoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3S)-2-allylbutane-1,3-diol 1-benzyl ether 3-(3',5'-dinitro)benzoate

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Technology Process of (2R,3S)-2-allylbutane-1,3-diol 1-benzyl ether 3-(3',5'-dinitro)benzoate

There total 1 articles about (2R,3S)-2-allylbutane-1,3-diol 1-benzyl ether 3-(3',5'-dinitro)benzoate 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: 92.0%

: 111456-68-9
(2R,3S)-2-allylbutane-1,3-diol 1-benzyl ether

: 99-33-2
3,5-dinitrobenoyl chloride

: 111456-69-0
(2R,3S)-2-allylbutane-1,3-diol 1-benzyl ether 3-(3',5'-dinitro)benzoate

Guidance literature:: With dmap; In pyridine;
DOI:10.1016/S0040-4020(01)89929-4

Reference yield: 99.0%

: 111456-69-0
(2R,3S)-2-allylbutane-1,3-diol 1-benzyl ether 3-(3',5'-dinitro)benzoate

: 111456-68-9
(2R,3S)-2-allylbutane-1,3-diol 1-benzyl ether

Guidance literature:: With potassium hydroxide; In tetrahydrofuran; ethanol; water;
DOI:10.1016/S0040-4020(01)89929-4

Reference yield:

: 111456-69-0
(2R,3S)-2-allylbutane-1,3-diol 1-benzyl ether 3-(3',5'-dinitro)benzoate

: 106763-16-0,106819-59-4,106819-60-7,106819-61-8,106861-45-4,113195-33-8
talaromycin A 12-(3',5'-dinitrobenzoate)

Guidance literature:: Multi-step reaction with 9 steps

1: 99 percent / N KOH aq. / tetrahydrofuran; ethanol; H₂O

2: DMAP / pyridine

3: 1.) LiBEt₃H, 2.) 3 N NaOH aq., 35 percent H₂O₂ aq. / 1.) THF, -5 deg C, then reflux, 20 min, 2.) H₂O, 50 deg C, then 30 min, room temperature

4: 7.3 g / liq. NH₃, Na / tetrahydrofuran / 0.17 h / Heating

5: PPTS / CH₂Cl₂

6: 65 percent / 1.) NaIO₄, 5 percent OsO₄, 2.) NaIO₄ / diethyl ether; H₂O; tetrahydrofuran / 1.) 2 h, room temperature, 2.) 5.5 h, room temperature

7: 1.) HMPA, n-BuLi / 1.) THF/n-hexane, -67 deg C, 30 min, 2.) THF, -67 -63 deg C, then room temperature, 3 h 50 min and 6 h 15 min

8: HCl, H₂O / tetrahydrofuran / 15 h / Ambient temperature

9: 1.) Na, liq. NH₃, 2.) pyridine / 1.) THF; 2e and 24e not separated

With pyridine; hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; potassium hydroxide; sodium hydroxide; sodium periodate; osmium(VIII) oxide; n-butyllithium; ammonia; water; dihydrogen peroxide; sodium; pyridinium p-toluenesulfonate; lithium triethylborohydride; In tetrahydrofuran; pyridine; diethyl ether; ethanol; dichloromethane; water;
DOI:10.1016/S0040-4020(01)89929-4