(2S,3R)-2-((S)-1-Benzyloxy-ethyl)-3-tert-butoxycarbonylamino-butyric acid

Base Information

Chemical Name:(2S,3R)-2-((S)-1-Benzyloxy-ethyl)-3-tert-butoxycarbonylamino-butyric acid
CAS No.:149885-12-1
Molecular Formula:C₁₈H₂₇NO₅
Molecular Weight:337.416
Hs Code.:

Synonyms:(2S,3R)-2-((S)-1-Benzyloxy-ethyl)-3-tert-butoxycarbonylamino-butyric acid

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Chemical Property of (2S,3R)-2-((S)-1-Benzyloxy-ethyl)-3-tert-butoxycarbonylamino-butyric acid

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Technology Process of (2S,3R)-2-((S)-1-Benzyloxy-ethyl)-3-tert-butoxycarbonylamino-butyric acid

There total 6 articles about (2S,3R)-2-((S)-1-Benzyloxy-ethyl)-3-tert-butoxycarbonylamino-butyric 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:

: 145071-98-3
(2R,3R)-3-((S)-1-Benzyloxy-ethyl)-2-methyl-pent-4-ynoic acid

: 149885-12-1
(2S,3R)-2-((S)-1-Benzyloxy-ethyl)-3-tert-butoxycarbonylamino-butyric acid

Guidance literature:: Multi-step reaction with 3 steps

1: DPPA, Et₃N / benzene / 3.5 h / Heating

2: TMSCl / CH₂Cl₂ / 18 h / Ambient temperature

3: 1.) OsO₄, NaIO₄, 2.) KOH, NaIO₄ / 1.) THF, H₂O, rt, 6 d, 2.) THF, H₂O, rt, 1.5 h

With potassium hydroxide; sodium periodate; osmium(VIII) oxide; chloro-trimethyl-silane; diphenyl-phosphinic acid; triethylamine; In dichloromethane; benzene;
DOI:10.1021/jo952092u

Reference yield:

: 149836-93-1
3-[(2R,3R)-3-((S)-1-Benzyloxy-ethyl)-2-methyl-5-trimethylsilanyl-pent-4-ynoyl]-oxazolidin-2-one

: 149885-12-1
(2S,3R)-2-((S)-1-Benzyloxy-ethyl)-3-tert-butoxycarbonylamino-butyric acid

Guidance literature:: Multi-step reaction with 4 steps

1: 91 percent / LiOH*H₂O, H₂O₂ / H₂O; tetrahydrofuran / 18 h / Ambient temperature

2: DPPA, Et₃N / benzene / 3.5 h / Heating

3: TMSCl / CH₂Cl₂ / 18 h / Ambient temperature

4: 1.) OsO₄, NaIO₄, 2.) KOH, NaIO₄ / 1.) THF, H₂O, rt, 6 d, 2.) THF, H₂O, rt, 1.5 h

With potassium hydroxide; lithium hydroxide; sodium periodate; osmium(VIII) oxide; chloro-trimethyl-silane; diphenyl-phosphinic acid; dihydrogen peroxide; triethylamine; In tetrahydrofuran; dichloromethane; water; benzene;
DOI:10.1021/jo952092u

Reference yield:

: 149836-92-0
(S)-3-[(2R,3R)-3-((S)-1-Benzyloxy-ethyl)-2-methyl-5-trimethylsilanyl-pent-4-ynoyl]-4-isopropyl-oxazolidin-2-one

: 149885-12-1
(2S,3R)-2-((S)-1-Benzyloxy-ethyl)-3-tert-butoxycarbonylamino-butyric acid

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / LiOH*H₂O, H₂O₂ / H₂O; tetrahydrofuran / 18 h / Ambient temperature

2: DPPA, Et₃N / benzene / 3.5 h / Heating

3: TMSCl / CH₂Cl₂ / 18 h / Ambient temperature

4: 1.) OsO₄, NaIO₄, 2.) KOH, NaIO₄ / 1.) THF, H₂O, rt, 6 d, 2.) THF, H₂O, rt, 1.5 h

With potassium hydroxide; lithium hydroxide; sodium periodate; osmium(VIII) oxide; chloro-trimethyl-silane; diphenyl-phosphinic acid; dihydrogen peroxide; triethylamine; In tetrahydrofuran; dichloromethane; water; benzene;
DOI:10.1021/jo952092u