(3R,4S)-4-Benzyloxycarbonylamino-8-tert-butoxycarbonylamino-3-hydroxy-octanoic acid ethyl ester

Base Information

Chemical Name:(3R,4S)-4-Benzyloxycarbonylamino-8-tert-butoxycarbonylamino-3-hydroxy-octanoic acid ethyl ester
CAS No.:167275-73-2
Molecular Formula:C₂₃H₃₆N₂O₇
Molecular Weight:452.548
Hs Code.:

Synonyms:(3R,4S)-4-Benzyloxycarbonylamino-8-tert-butoxycarbonylamino-3-hydroxy-octanoic acid ethyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3R,4S)-4-Benzyloxycarbonylamino-8-tert-butoxycarbonylamino-3-hydroxy-octanoic acid ethyl ester

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Technology Process of (3R,4S)-4-Benzyloxycarbonylamino-8-tert-butoxycarbonylamino-3-hydroxy-octanoic acid ethyl ester

There total 4 articles about (3R,4S)-4-Benzyloxycarbonylamino-8-tert-butoxycarbonylamino-3-hydroxy-octanoic 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: 66.0%

: 167275-72-1
(S)-4-Benzyloxycarbonylamino-8-tert-butoxycarbonylamino-3-oxo-octanoic acid ethyl ester

: 167275-73-2
(3R,4S)-4-Benzyloxycarbonylamino-8-tert-butoxycarbonylamino-3-hydroxy-octanoic acid ethyl ester

: (3S,4S)-4-Benzyloxycarbonylamino-8-tert-butoxycarbonylamino-3-hydroxy-octanoic acid ethyl ester

Guidance literature:: With sodium tetrahydroborate; In tetrahydrofuran; ethanol; at -78 ℃; for 1.5h; Yields of byproduct given;
DOI:10.1055/s-1998-5937

Reference yield:

: 1071-46-1
hydrogen ethyl malonate

: 167275-73-2
(3R,4S)-4-Benzyloxycarbonylamino-8-tert-butoxycarbonylamino-3-hydroxy-octanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) i-PrMgCl / 1.) THF, -18 deg C, 45 min; r.t., 2.5 h, 2.) -18 deg C, 1 h; r.t., 4.5 h

2: 66 percent / NaBH₄ / ethanol; tetrahydrofuran / 1.5 h / -78 °C

With sodium tetrahydroborate; isopropylmagnesium chloride; In tetrahydrofuran; ethanol;
DOI:10.1055/s-1998-5937

Reference yield:

: 2389-60-8
Z-Lys(Boc)-OH

: 167275-73-2
(3R,4S)-4-Benzyloxycarbonylamino-8-tert-butoxycarbonylamino-3-hydroxy-octanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: tetrahydrofuran / 1.) 0 deg C, 1 h, 2.) r.t., 3 h

2: 1.) i-PrMgCl / 1.) THF, -18 deg C, 45 min; r.t., 2.5 h, 2.) -18 deg C, 1 h; r.t., 4.5 h

3: 66 percent / NaBH₄ / ethanol; tetrahydrofuran / 1.5 h / -78 °C

With sodium tetrahydroborate; isopropylmagnesium chloride; In tetrahydrofuran; ethanol;
DOI:10.1055/s-1998-5937