(3R,4R)-4-Acetoxy-3-(4-benzyloxy-benzoylamino)-azepane-1-carboxylic acid benzyl ester

Base Information

Chemical Name:(3R,4R)-4-Acetoxy-3-(4-benzyloxy-benzoylamino)-azepane-1-carboxylic acid benzyl ester
CAS No.:210752-01-5
Molecular Formula:C₃₀H₃₂N₂O₆
Molecular Weight:516.594
Hs Code.:

Synonyms:(3R,4R)-4-Acetoxy-3-(4-benzyloxy-benzoylamino)-azepane-1-carboxylic acid benzyl ester

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Chemical Property of (3R,4R)-4-Acetoxy-3-(4-benzyloxy-benzoylamino)-azepane-1-carboxylic acid benzyl ester

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Technology Process of (3R,4R)-4-Acetoxy-3-(4-benzyloxy-benzoylamino)-azepane-1-carboxylic acid benzyl ester

There total 15 articles about (3R,4R)-4-Acetoxy-3-(4-benzyloxy-benzoylamino)-azepane-1-carboxylic 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: 87.0%

: 501-53-1,94274-21-2
benzyl chloroformate

: Acetic acid (3R,4R)-3-(4-benzyloxy-benzoylamino)-azepan-4-yl ester

: 210752-01-5
(3R,4R)-4-Acetoxy-3-(4-benzyloxy-benzoylamino)-azepane-1-carboxylic acid benzyl ester

Guidance literature:: With sodium carbonate; In acetone; for 14h; Ambient temperature;
DOI:10.1021/jo980208r

Reference yield:

: (3S,4S)-3-Benzyloxyamino-4-hydroxy-azepane-1-carboxylic acid tert-butyl ester

: 210752-01-5
(3R,4R)-4-Acetoxy-3-(4-benzyloxy-benzoylamino)-azepane-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: hydrogen / PtO₂ / methanol / 5 h

2: 58 percent / NaHCO₃ / CH₂Cl₂; H₂O / 2.5 h / Ambient temperature

3: 42 percent / immobilized lipase from Pseudomonas sp., t-BuOMe / 12 h / 20 °C

4: trifluoroacetic acid / CH₂Cl₂ / 4 h / Ambient temperature

5: 87 percent / Na₂CO₃ / acetone / 14 h / Ambient temperature

With tert-butyl methyl ether; immobilized lipase from Pseudomonas sp; hydrogen; sodium hydrogencarbonate; sodium carbonate; trifluoroacetic acid; platinum(IV) oxide; In methanol; dichloromethane; water; acetone;
DOI:10.1021/jo980208r

Reference yield:

: 210752-10-6
(4-Hydroxy-butylamino)-acetaldehyde O-benzyl-oxime

: 210752-01-5
(3R,4R)-4-Acetoxy-3-(4-benzyloxy-benzoylamino)-azepane-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: Na₂CO₃ / acetone; H₂O / 5 h / Heating

2: CrO₃, pyridine / CH₂Cl₂ / 0.25 h / Ambient temperature

3: Bu₃SnH, AIBN / benzene / 8 h / Heating

4: hydrogen / PtO₂ / methanol / 5 h

5: 58 percent / NaHCO₃ / CH₂Cl₂; H₂O / 2.5 h / Ambient temperature

6: 42 percent / immobilized lipase from Pseudomonas sp., t-BuOMe / 12 h / 20 °C

7: trifluoroacetic acid / CH₂Cl₂ / 4 h / Ambient temperature

8: 87 percent / Na₂CO₃ / acetone / 14 h / Ambient temperature

With pyridine; chromium(VI) oxide; 2,2'-azobis(isobutyronitrile); tert-butyl methyl ether; immobilized lipase from Pseudomonas sp; hydrogen; tri-n-butyl-tin hydride; sodium hydrogencarbonate; sodium carbonate; trifluoroacetic acid; platinum(IV) oxide; In methanol; dichloromethane; water; acetone; benzene;
DOI:10.1021/jo980208r