(R)-3-(2-Benzyloxycarbonylamino-acetylamino)-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propionic acid

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Chemical Name:(R)-3-(2-Benzyloxycarbonylamino-acetylamino)-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propionic acid
CAS No.:927410-57-9
Molecular Formula:C₁₈H₂₄N₂O₇
Molecular Weight:380.398
Hs Code.:

Synonyms:(R)-3-(2-Benzyloxycarbonylamino-acetylamino)-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propionic acid

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Chemical Property of (R)-3-(2-Benzyloxycarbonylamino-acetylamino)-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propionic acid

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Technology Process of (R)-3-(2-Benzyloxycarbonylamino-acetylamino)-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propionic acid

There total 6 articles about (R)-3-(2-Benzyloxycarbonylamino-acetylamino)-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propionic acid 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: 98.0%

: 927410-53-5
methyl (2R,3R)-2-{[2-(benzyloxycarbonylamino)acetamido]methyl}-3,4-(isopropylidendioxy)butanoate

: 927410-57-9
(R)-3-(2-Benzyloxycarbonylamino-acetylamino)-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propionic acid

Guidance literature:: With barium dihydroxide; In tetrahydrofuran; water; at 20 ℃; for 0.5h;
DOI:10.1016/j.tetasy.2006.11.037

Reference yield:

: 233758-86-6
(4R)-2,2-dimethyl-4-[(E)-2-nitrovinyl]-1,3-dioxolane

: 927410-57-9
(R)-3-(2-Benzyloxycarbonylamino-acetylamino)-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propionic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 82 percent / n-BuLi / tetrahydrofuran / 0.25 h / -78 °C

2: 69 percent / HgO; BF₃*OEt₂ / tetrahydrofuran; H₂O / 48 h / 20 °C

3: 83 percent / H₂ / Pd/C / ethyl acetate / 4 h / 20 °C

4: 70 percent / TBTU; DIPEA / CH₂Cl₂ / 12 h / 20 °C

5: 98 percent / Ba(OH)2*8H₂O / tetrahydrofuran; H₂O / 0.5 h / 20 °C

With barium dihydroxide; n-butyllithium; boron trifluoride diethyl etherate; hydrogen; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; mercury(II) oxide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water; ethyl acetate; 1: Michael addition;
DOI:10.1016/j.tetasy.2006.11.037

Reference yield:

: 927410-51-3
methyl (2R)-2-((4'R)-2',2'-dimethyl-1',3'-dioxolan-4'-yl)-3-nitropropanoate

: 927410-57-9
(R)-3-(2-Benzyloxycarbonylamino-acetylamino)-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propionic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 83 percent / H₂ / Pd/C / ethyl acetate / 4 h / 20 °C

2: 70 percent / TBTU; DIPEA / CH₂Cl₂ / 12 h / 20 °C

3: 98 percent / Ba(OH)2*8H₂O / tetrahydrofuran; H₂O / 0.5 h / 20 °C

With barium dihydroxide; hydrogen; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water; ethyl acetate;
DOI:10.1016/j.tetasy.2006.11.037