methyl(2R,3S)-2-tert-butoxycarbonylamino-4-(p-methoxybenzyloxy)-3-methylbutanoate

Base Information

Chemical Name:methyl(2R,3S)-2-tert-butoxycarbonylamino-4-(p-methoxybenzyloxy)-3-methylbutanoate
CAS No.:238746-13-9
Molecular Formula:C₁₉H₂₉NO₆
Molecular Weight:367.442
Hs Code.:

Synonyms:methyl(2R,3S)-2-tert-butoxycarbonylamino-4-(p-methoxybenzyloxy)-3-methylbutanoate

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Chemical Property of methyl(2R,3S)-2-tert-butoxycarbonylamino-4-(p-methoxybenzyloxy)-3-methylbutanoate

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Technology Process of methyl(2R,3S)-2-tert-butoxycarbonylamino-4-(p-methoxybenzyloxy)-3-methylbutanoate

There total 7 articles about methyl(2R,3S)-2-tert-butoxycarbonylamino-4-(p-methoxybenzyloxy)-3-methylbutanoate 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: 60.0%

: 238746-11-7
(2R,3S)-2-tert-butoxycarbonylamino-4-(p-methoxybenzyloxy)-3-methylbutanoic acid

: 74-88-4
methyl iodide

: 238746-13-9
methyl(2R,3S)-2-tert-butoxycarbonylamino-4-(p-methoxybenzyloxy)-3-methylbutanoate

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; for 0.666667h;
DOI:10.1021/ja9811243

Reference yield:

: 238746-03-7
(2R,3S)-2-azido-4-(p-methoxybenzyloxy)-3-methyl-1-butanol

: 238746-13-9
methyl(2R,3S)-2-tert-butoxycarbonylamino-4-(p-methoxybenzyloxy)-3-methylbutanoate

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / H₂ / 10 percent Pd/C / methanol / 0.67 h

2: CH₂Cl₂

3: 94 percent / Dess-Martin reagent / CH₂Cl₂ / 1 h

4: NaClO₂, NaH₂PO₄, 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O

5: 60 percent / K₂CO₃ / dimethylformamide / 0.67 h

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; hydrogen; potassium carbonate; Dess-Martin periodane; palladium on activated charcoal; In methanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/ja9811243

Reference yield:

: (1R,2R,6S,8R)-4-[(2S,3S)-2-Azido-4-(4-methoxy-benzyloxy)-3-methyl-butyl]-2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0^2,6]decane

: 238746-13-9
methyl(2R,3S)-2-tert-butoxycarbonylamino-4-(p-methoxybenzyloxy)-3-methylbutanoate

Guidance literature:: Multi-step reaction with 6 steps

1: 75 percent / H₂O₂, aq. NaOH

2: 100 percent / H₂ / 10 percent Pd/C / methanol / 0.67 h

3: CH₂Cl₂

4: 94 percent / Dess-Martin reagent / CH₂Cl₂ / 1 h

5: NaClO₂, NaH₂PO₄, 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O

6: 60 percent / K₂CO₃ / dimethylformamide / 0.67 h

With sodium hydroxide; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; hydrogen; dihydrogen peroxide; potassium carbonate; Dess-Martin periodane; palladium on activated charcoal; In methanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/ja9811243