(3R)-4-benzyloxy-3-[(tert-butoxycarbonyl)amino]butyric acid benzyl ester

Base Information

Chemical Name:(3R)-4-benzyloxy-3-[(tert-butoxycarbonyl)amino]butyric acid benzyl ester
CAS No.:250135-50-3
Molecular Formula:C₂₃H₂₉NO₅
Molecular Weight:399.487
Hs Code.:

Synonyms:(3R)-4-benzyloxy-3-[(tert-butoxycarbonyl)amino]butyric acid benzyl ester

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Chemical Property of (3R)-4-benzyloxy-3-[(tert-butoxycarbonyl)amino]butyric acid benzyl ester

Chemical Property:

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Technology Process of (3R)-4-benzyloxy-3-[(tert-butoxycarbonyl)amino]butyric acid benzyl ester

There total 4 articles about (3R)-4-benzyloxy-3-[(tert-butoxycarbonyl)amino]butyric acid benzyl 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:

: 100-39-0
benzyl bromide

: 218943-31-8
(R)-4-(benzyloxy)-3-{[(tert-butoxy)carbonyl]amino}butanoic acid

: 250135-50-3
(3R)-4-benzyloxy-3-[(tert-butoxycarbonyl)amino]butyric acid benzyl ester

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 25 ℃; for 2h;
DOI:10.1016/S0968-0896(99)00094-2

Reference yield:

: 23680-31-1
BOC-O-benzyl-L-serine

: 250135-50-3
(3R)-4-benzyloxy-3-[(tert-butoxycarbonyl)amino]butyric acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: Et₃N / tetrahydrofuran / 0.67 h / 0 °C

2: 20.17 g / tetrahydrofuran; diethyl ether / 1.5 h / 0 °C

3: silver benzoate / tetrahydrofuran; H₂O; triethylamine / 2 h / 20 °C

4: 12.4 g / DBU / acetonitrile / 2 h / 25 °C

With silver benzoate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; diethyl ether; water; triethylamine; acetonitrile; 1: Acylation / 2: Acylation / 3: Wolff rearrangement; hydration / 4: Esterification;
DOI:10.1016/S0968-0896(99)00094-2

Reference yield:

: 66866-45-3
C₂₀H₂₉NO₇

: 250135-50-3
(3R)-4-benzyloxy-3-[(tert-butoxycarbonyl)amino]butyric acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 20.17 g / tetrahydrofuran; diethyl ether / 1.5 h / 0 °C

2: silver benzoate / tetrahydrofuran; H₂O; triethylamine / 2 h / 20 °C

3: 12.4 g / DBU / acetonitrile / 2 h / 25 °C

With silver benzoate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; diethyl ether; water; triethylamine; acetonitrile; 1: Acylation / 2: Wolff rearrangement; hydration / 3: Esterification;
DOI:10.1016/S0968-0896(99)00094-2