methyl (2S,3S)-2-tert-butoxycarbonylamino-3-tert-butyldimethylsilyloxy-3-phenylpropanoate

Base Information

Chemical Name:methyl (2S,3S)-2-tert-butoxycarbonylamino-3-tert-butyldimethylsilyloxy-3-phenylpropanoate
CAS No.:228716-98-1
Molecular Formula:C₂₁H₃₅NO₅Si
Molecular Weight:409.598
Hs Code.:

Synonyms:methyl (2S,3S)-2-tert-butoxycarbonylamino-3-tert-butyldimethylsilyloxy-3-phenylpropanoate

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Chemical Property of methyl (2S,3S)-2-tert-butoxycarbonylamino-3-tert-butyldimethylsilyloxy-3-phenylpropanoate

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Technology Process of methyl (2S,3S)-2-tert-butoxycarbonylamino-3-tert-butyldimethylsilyloxy-3-phenylpropanoate

There total 7 articles about methyl (2S,3S)-2-tert-butoxycarbonylamino-3-tert-butyldimethylsilyloxy-3-phenylpropanoate 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: 86.0%

: 67-56-1
methanol

: 228716-97-0
S-(4'-methylphenyl) (2S,3S)-2-tert-butoxycarbonylamino-3-tert-butyldimethylsilyloxy-3-phenylpropanethioate

: 228716-98-1
methyl (2S,3S)-2-tert-butoxycarbonylamino-3-tert-butyldimethylsilyloxy-3-phenylpropanoate

Guidance literature:: With n-butyllithium; In hexane; for 2.5h; Ambient temperature;

Reference yield:

: 133187-22-1
(2S)-2-(tert-butyldimethylsilyloxy)-2-phenylacetaldehyde

: 228716-98-1
methyl (2S,3S)-2-tert-butoxycarbonylamino-3-tert-butyldimethylsilyloxy-3-phenylpropanoate

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) BuLi, 2.) Ac₂O / 1.) THF, hexane, -90 to -78 deg C, 1 h; -78 deg C, 3 d, 2.) THF, hexane, -78 deg C to r.t.

2: 83 percent / HF-pyridine / tetrahydrofuran

3: 56 percent / tert-BOOH, BuLi / tetrahydrofuran; hexane / 0.25 h / -100 °C

4: 86 percent / 2,6-lutidine / CH₂Cl₂ / 0.25 h / -100 °C

5: NH₃, H₂O / toluene / 6 h / 80 °C

6: toluene / Ambient temperature

7: 86 percent / BuLi / hexane / 2.5 h / Ambient temperature

With 2,6-dimethylpyridine; n-butyllithium; tert-BOOH; ammonia; water; acetic anhydride; pyridine hydrogenfluoride; In tetrahydrofuran; hexane; dichloromethane; toluene;

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 228716-98-1
methyl (2S,3S)-2-tert-butoxycarbonylamino-3-tert-butyldimethylsilyloxy-3-phenylpropanoate

Guidance literature:: Multi-step reaction with 2 steps

1: toluene / Ambient temperature

2: 86 percent / BuLi / hexane / 2.5 h / Ambient temperature

With n-butyllithium; In hexane; toluene;