(R)-3-Benzyloxycarbonyl-5-<(S)-N-tert-butoxycarbonylalanin-3-yl>-2,2-dimethyl-1,3-oxazolidine

Base Information

Chemical Name:(R)-3-Benzyloxycarbonyl-5-<(S)-N-tert-butoxycarbonylalanin-3-yl>-2,2-dimethyl-1,3-oxazolidine
CAS No.:134038-76-9
Molecular Formula:C₂₁H₃₀N₂O₇
Molecular Weight:422.478
Hs Code.:

Synonyms:(R)-3-Benzyloxycarbonyl-5-<(S)-N-tert-butoxycarbonylalanin-3-yl>-2,2-dimethyl-1,3-oxazolidine

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Chemical Property of (R)-3-Benzyloxycarbonyl-5-<(S)-N-tert-butoxycarbonylalanin-3-yl>-2,2-dimethyl-1,3-oxazolidine

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Technology Process of (R)-3-Benzyloxycarbonyl-5-<(S)-N-tert-butoxycarbonylalanin-3-yl>-2,2-dimethyl-1,3-oxazolidine

There total 20 articles about (R)-3-Benzyloxycarbonyl-5-<(S)-N-tert-butoxycarbonylalanin-3-yl>-2,2-dimethyl-1,3-oxazolidine 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: 100.0%

: 135582-94-4,142683-62-3
(R)-3-benzyloxycarbonyl-5-<(S)-2-(tert-butoxycarbonylamino)-2-(methoxycarbonyl)ethyl>-2,2-dimethyl-1,3-oxazolidine

: 134038-76-9,142683-63-4,143164-85-6
(R)-3-benzyloxycarbonyl-5-<(S)-N-tert-butoxycarbonylalanin-3-yl>-2,2-dimethyl-1,3-oxazolidine

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; water; for 1h; Ambient temperature;
DOI:10.1055/s-1991-26480

Reference yield: 95.0%

: 135582-94-4
(R)-3-benzyloxycarbonyl-5-<(S)-2-(tert-butoxycarbonylamino)-2-(methoxycarbonyl)ethyl>-2,2-dimethyl-1,3-oxazolidine

: 134038-76-9
(R)-3-Benzyloxycarbonyl-5-<(S)-N-tert-butoxycarbonylalanin-3-yl>-2,2-dimethyl-1,3-oxazolidine

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; for 1h; Ambient temperature;
DOI:10.1039/c39910000275

Reference yield:

: 135582-93-3
(S)-3-[N-(benzyloxycarbonyl)amino]-1,2-propanediol

: 134038-76-9,142683-63-4,143164-85-6
(R)-3-benzyloxycarbonyl-5-<(S)-N-tert-butoxycarbonylalanin-3-yl>-2,2-dimethyl-1,3-oxazolidine

Guidance literature:: Multi-step reaction with 7 steps

1: 75 percent / pyridine / CH₂Cl₂ / 2 h / Ambient temperature

2: 79 percent / Et₂O*BF₃ / acetone / 24 h / Ambient temperature

3: 92 percent / 1 N aq. LiOH / tetrahydrofuran / 1 h / Ambient temperature

4: 62 percent / DCC, DMSO, dichloroacetic acid / benzene / 2 h / 0 - 20 °C

5: 1) KOBu-t / 1) CH₂Cl₂, -70 deg C, 15 min, 2) a) -70 deg C, 0.5 h, b) to room temperature, overnight

6: 99 percent / H₂ / (R,R)-(+)*BF₄(-) / propan-2-ol / 72 h / 2250.2 Torr / Ambient temperature

7: 100 percent / 1 N aq. LiOH / tetrahydrofuran; H₂O / 1 h / Ambient temperature

With pyridine; dichloro-acetic acid; lithium hydroxide; boron trifluoride diethyl etherate; potassium tert-butylate; hydrogen; dimethyl sulfoxide; dicyclohexyl-carbodiimide; (R,R)-⁺BF4^-; In tetrahydrofuran; dichloromethane; water; isopropyl alcohol; acetone; benzene;
DOI:10.1055/s-1991-26480