benzyl N-(((9H-fluoren-9-yl)methoxy)carbonyl)-O-(tert-butyl)-L-threoninate

Base Information

• Chemical Name: benzyl N-(((9H-fluoren-9-yl)methoxy)carbonyl)-O-(tert-butyl)-L-threoninate
• CAS No.: 73724-49-9
• Molecular Formula: C₃₀H₃₃NO₅
• Molecular Weight: 487.596

Synonyms:benzyl N-(((9H-fluoren-9-yl)methoxy)carbonyl)-O-(tert-butyl)-L-threoninate

Chemical Property of benzyl N-(((9H-fluoren-9-yl)methoxy)carbonyl)-O-(tert-butyl)-L-threoninate

Chemical Property:

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Technology Process of benzyl N-(((9H-fluoren-9-yl)methoxy)carbonyl)-O-(tert-butyl)-L-threoninate

There total 2 articles about benzyl N-(((9H-fluoren-9-yl)methoxy)carbonyl)-O-(tert-butyl)-L-threoninate 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: 94.0%

Fmoc-Thr(tBu)-OH (71989-35-0,138797-71-4) + benzyl alcohol (100-51-6,185532-71-2) → benzyl N-(((9H-fluoren-9-yl)methoxy)carbonyl)-O-(tert-butyl)-L-threoninate (73724-49-9)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 23 ℃; for 1.5h;

DOI:10.1021/ja044563c

Reference yield: 93.0%

benzyl bromide (100-39-0) + Fmoc-Thr(tBu)-OH (71989-35-0,138797-71-4) → benzyl N-(((9H-fluoren-9-yl)methoxy)carbonyl)-O-(tert-butyl)-L-threoninate (73724-49-9)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 0 - 15 ℃; for 16.1667h;

DOI:10.1021/acsmedchemlett.9b00221

Reference yield: 99.0%

benzyl N-(((9H-fluoren-9-yl)methoxy)carbonyl)-O-(tert-butyl)-L-threoninate (73724-49-9) → (2S,3R)-benzyl 2-amino-3-(tert-butoxy)butanoate (42406-75-7)

Guidance literature:

With piperidine; In dichloromethane; at 0 - 23 ℃; for 0.333333h;

DOI:10.1021/ja044563c

upstream raw materials:

benzyl bromide

Fmoc-Thr(tBu)-OH

benzyl alcohol

Downstream raw materials:

(2S,3R)-benzyl 2-amino-3-(tert-butoxy)butanoate

Ac-MeIle-Ile-Thr(t-Bu)-OBn

(2S,3R)-2-((S)-2-Amino-6-tert-butoxycarbonylamino-hexanoylamino)-3-tert-butoxy-butyric acid benzyl ester

(2S,3R)-2-[(S)-2-((S)-2-Amino-6-tert-butoxycarbonylamino-hexanoylamino)-6-tert-butoxycarbonylamino-hexanoylamino]-3-tert-butoxy-butyric acid benzyl ester

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