methyl (R)-4-<α-(benzyloxycarbonyl)-erythro-β-tert-butoxy-L-histidyl>amino>pentanoate

Base Information

Chemical Name:methyl (R)-4-<α-(benzyloxycarbonyl)-erythro-β-tert-butoxy-L-histidyl>amino>pentanoate
CAS No.:123993-13-5
Molecular Formula:C₂₄H₃₄N₄O₆
Molecular Weight:474.557
Hs Code.:

methyl (R)-4-<<N<sup>α</sup>-(benzyloxycarbonyl)-erythro-β-tert-butoxy-L-histidyl>amino>pentanoate

Synonyms:methyl (R)-4-<α-(benzyloxycarbonyl)-erythro-β-tert-butoxy-L-histidyl>amino>pentanoate

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Chemical Property of methyl (R)-4-<α-(benzyloxycarbonyl)-erythro-β-tert-butoxy-L-histidyl>amino>pentanoate

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Technology Process of methyl (R)-4-<α-(benzyloxycarbonyl)-erythro-β-tert-butoxy-L-histidyl>amino>pentanoate

There total 12 articles about methyl (R)-4-<α-(benzyloxycarbonyl)-erythro-β-tert-butoxy-L-histidyl>amino>pentanoate 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: 82.0%

: 123993-12-4
methyl (R)-4-<α-(benzyloxycarbonyl)-erythro-β-hydroxy-L-histidyl>amino>pentanoate

: 115-11-7,15220-85-6
isobutene

: 123993-13-5
methyl (R)-4-<α-(benzyloxycarbonyl)-erythro-β-tert-butoxy-L-histidyl>amino>pentanoate

Guidance literature:: With sulfuric acid; In dichloromethane; for 264h; Ambient temperature;
DOI:10.1021/ja00158a052

Reference yield:

: 17342-08-4
(S)-Pyroglutaminol

: 123993-13-5
methyl (R)-4-<α-(benzyloxycarbonyl)-erythro-β-tert-butoxy-L-histidyl>amino>pentanoate

Guidance literature:: Multi-step reaction with 8 steps

1: 72.8 percent / CBr₄, Ph₃P / acetonitrile / Ambient temperature

2: 91.7 percent / tributyltin hydride, AIBN / toluene / 5 h / 80 °C

3: 90.6 percent / 6 N HCl / 8 h / Heating

4: 100 percent / thionyl chloride / 72 h / Ambient temperature

5: 67 percent / HOBt*H₂O, DDC, Et₃N / CH₂Cl₂ / Ambient temperature

6: trifluoroacetic acid / 1.) 0 deg C, 10 min, 2.) RT, 1 h

7: CH₂Cl₂ / 3 h

8: 82 percent / H₂SO₄ / CH₂Cl₂ / 264 h / Ambient temperature

With hydrogenchloride; thionyl chloride; 2,2'-azobis(isobutyronitrile); carbon tetrabromide; sulfuric acid; tri-n-butyl-tin hydride; benzotriazol-1-ol; triethylamine; triphenylphosphine; 2`,3`-dideoxycytidine; trifluoroacetic acid; In dichloromethane; toluene; acetonitrile;
DOI:10.1021/ja00158a052

Reference yield:

: 41215-80-9
erythro-β-hydroxy-L-histidine hydrate

: 123993-13-5
methyl (R)-4-<α-(benzyloxycarbonyl)-erythro-β-tert-butoxy-L-histidyl>amino>pentanoate

Guidance literature:: Multi-step reaction with 5 steps

1: Na₂SO₄ / H₂O; dioxane / Ambient temperature

2: 67 percent / HOBt*H₂O, DDC, Et₃N / CH₂Cl₂ / Ambient temperature

3: trifluoroacetic acid / 1.) 0 deg C, 10 min, 2.) RT, 1 h

4: CH₂Cl₂ / 3 h

5: 82 percent / H₂SO₄ / CH₂Cl₂ / 264 h / Ambient temperature

With sulfuric acid; benzotriazol-1-ol; sodium sulfate; triethylamine; 2`,3`-dideoxycytidine; trifluoroacetic acid; In 1,4-dioxane; dichloromethane; water;
DOI:10.1021/ja00158a052