(2R,3R)-2-Amino-5-tert-butoxycarbonylamino-3-hydroxy-pentanoic acid ethyl ester

Base Information

Chemical Name:(2R,3R)-2-Amino-5-tert-butoxycarbonylamino-3-hydroxy-pentanoic acid ethyl ester
CAS No.:901778-04-9
Molecular Formula:C₁₂H₂₄N₂O₅
Molecular Weight:276.333
Hs Code.:

Synonyms:(2R,3R)-2-Amino-5-tert-butoxycarbonylamino-3-hydroxy-pentanoic acid ethyl ester

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Chemical Property of (2R,3R)-2-Amino-5-tert-butoxycarbonylamino-3-hydroxy-pentanoic acid ethyl ester

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Technology Process of (2R,3R)-2-Amino-5-tert-butoxycarbonylamino-3-hydroxy-pentanoic acid ethyl ester

There total 1 articles about (2R,3R)-2-Amino-5-tert-butoxycarbonylamino-3-hydroxy-pentanoic acid ethyl ester 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:

: 58885-58-8
N-tert-butoxycarbonyl-3-aminopropanol

: 901778-04-9
(2R,3R)-2-Amino-5-tert-butoxycarbonylamino-3-hydroxy-pentanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 2 h / -78 - -60 °C

2: tetrahydrofuran / 24 h / 20 °C

3: 95 percent / K₃FeCN₆; CH₃SO₂NH₂; K₂CO₃ / OsO₄; (DHQD)2PHAL / 2-methyl-propan-2-ol; H₂O / 24 h / 0 °C

4: 97 percent / SOCl₂; Et₃N / 0.5 h

5: 93 percent / NaN₃ / dimethylformamide / 20 h / 60 °C

6: 98 percent / H₂ / 10 percent Pd-C / ethyl acetate / 20 °C

With thionyl chloride; sodium azide; oxalyl dichloride; methanesulfonamide; hydrogen; potassium carbonate; dimethyl sulfoxide; triethylamine; potassium hexacyanoferrate(III); palladium on activated charcoal; osmium(VIII) oxide; 1,4-bis(9-O-dihydroquinidine)phthalazine; In tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; tert-butyl alcohol; 1: Swern oxidation / 2: Wittig reaction / 3: Sharpless asymmetric dihydroxylation;
DOI:10.1016/j.tetlet.2006.04.055