(2R,3R,4R)-N-benzyloxy-4-(N-tert-butoxycarbonyl)amino-2,3-epoxy-5-[(1-ethoxy)ethoxy]pentanamide

Base Information

Chemical Name:(2R,3R,4R)-N-benzyloxy-4-(N-tert-butoxycarbonyl)amino-2,3-epoxy-5-[(1-ethoxy)ethoxy]pentanamide
CAS No.:251987-24-3
Molecular Formula:C₂₁H₃₂N₂O₇
Molecular Weight:424.494
Hs Code.:

Synonyms:(2R,3R,4R)-N-benzyloxy-4-(N-tert-butoxycarbonyl)amino-2,3-epoxy-5-[(1-ethoxy)ethoxy]pentanamide

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Chemical Property of (2R,3R,4R)-N-benzyloxy-4-(N-tert-butoxycarbonyl)amino-2,3-epoxy-5-[(1-ethoxy)ethoxy]pentanamide

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Technology Process of (2R,3R,4R)-N-benzyloxy-4-(N-tert-butoxycarbonyl)amino-2,3-epoxy-5-[(1-ethoxy)ethoxy]pentanamide

There total 4 articles about (2R,3R,4R)-N-benzyloxy-4-(N-tert-butoxycarbonyl)amino-2,3-epoxy-5-[(1-ethoxy)ethoxy]pentanamide 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: 87.0%

: 622-33-3
N-benzyloxyamine

: 251986-99-9
(3R,4R,5R)-1-tert-butoxycarbonyl-3,4-epoxy-5-[(1-ethoxy)ethoxymethyl]pyrrolidin-2-one

: 251987-24-3
(2R,3R,4R)-N-benzyloxy-4-(N-tert-butoxycarbonyl)amino-2,3-epoxy-5-[(1-ethoxy)ethoxy]pentanamide

Guidance literature:: With water; sodium carbonate; at 20 ℃; for 16h;
DOI:10.1002/(SICI)1099-0690(199912)1999:12<3483::AID-EJOC3483>3.0.CO;2-E

Reference yield:

: 154495-23-5
(1R,4R,5R)-4-Hydroxymethyl-6-oxa-3-aza-bicyclo[3.1.0]hexan-2-one

: 251987-24-3
(2R,3R,4R)-N-benzyloxy-4-(N-tert-butoxycarbonyl)amino-2,3-epoxy-5-[(1-ethoxy)ethoxy]pentanamide

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / trichloroacetic acid / ethyl acetate / 17 h / 40 °C

2: 88 percent / Et₃N; DMAP / CH₂Cl₂ / 0.5 h / 20 °C

3: 87 percent / H₂O; Na₂CO₃ / 16 h / 20 °C

With dmap; water; sodium carbonate; triethylamine; trichloroacetic acid; In dichloromethane; ethyl acetate; 1: Alkylation / 2: Substitution / 3: aminolysis;
DOI:10.1002/(SICI)1099-0690(199912)1999:12<3483::AID-EJOC3483>3.0.CO;2-E

Reference yield:

: 154631-82-0
(2R,5R,6R,7R)-6,7-epoxy-2-phenyl-3-oxa-1-aza-bicyclo<3.3.0>octane-8-one

: 251987-24-3
(2R,3R,4R)-N-benzyloxy-4-(N-tert-butoxycarbonyl)amino-2,3-epoxy-5-[(1-ethoxy)ethoxy]pentanamide

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / CF₃CO₂H; H₂O / tetrahydrofuran / 5 h / 30 °C

2: 93 percent / trichloroacetic acid / ethyl acetate / 17 h / 40 °C

3: 88 percent / Et₃N; DMAP / CH₂Cl₂ / 0.5 h / 20 °C

4: 87 percent / H₂O; Na₂CO₃ / 16 h / 20 °C

With dmap; water; sodium carbonate; triethylamine; trifluoroacetic acid; trichloroacetic acid; In tetrahydrofuran; dichloromethane; ethyl acetate; 1: Hydrolysis / 2: Alkylation / 3: Substitution / 4: aminolysis;
DOI:10.1002/(SICI)1099-0690(199912)1999:12<3483::AID-EJOC3483>3.0.CO;2-E