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

Base Information

• Chemical Name: (2S,3R)-2-[(S)-2-((S)-2-Amino-6-tert-butoxycarbonylamino-hexanoylamino)-6-tert-butoxycarbonylamino-hexanoylamino]-3-tert-butoxy-butyric acid benzyl ester
• CAS No.: 120792-08-7
• Molecular Formula: C₃₇H₆₃N₅O₉
• Molecular Weight: 721.935

Synonyms:

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 7 articles about (2S,3R)-2-[(S)-2-((S)-2-Amino-6-tert-butoxycarbonylamino-hexanoylamino)-6-tert-butoxycarbonylamino-hexanoylamino]-3-tert-butoxy-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:

benzyl bromide (100-39-0) → (2S,3R)-2-[(S)-2-((S)-2-Amino-6-tert-butoxycarbonylamino-hexanoylamino)-6-tert-butoxycarbonylamino-hexanoylamino]-3-tert-butoxy-butyric acid benzyl ester (120792-08-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) Cs₂CO₃ / 1.) EtOH/H₂O, 20 min; 2.) DMF, room temp., 2 h

2: morpholine / 0.67 h

3: 2-ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinoline / CH₂Cl₂ / 18 h

4: morpholine / 0.67 h

5: 2-ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinoline / CH₂Cl₂ / 18 h

6: morpholine / 0.67 h

With morpholine; caesium carbonate; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; In dichloromethane;

Reference yield:

Fmoc-Thr(tBu)-OH (71989-35-0,138797-71-4) → (2S,3R)-2-[(S)-2-((S)-2-Amino-6-tert-butoxycarbonylamino-hexanoylamino)-6-tert-butoxycarbonylamino-hexanoylamino]-3-tert-butoxy-butyric acid benzyl ester (120792-08-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) Cs₂CO₃ / 1.) EtOH/H₂O, 20 min; 2.) DMF, room temp., 2 h

2: morpholine / 0.67 h

3: 2-ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinoline / CH₂Cl₂ / 18 h

4: morpholine / 0.67 h

5: 2-ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinoline / CH₂Cl₂ / 18 h

6: morpholine / 0.67 h

With morpholine; caesium carbonate; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; In dichloromethane;

Reference yield:

(2S,3R)-benzyl 2-amino-3-(tert-butoxy)butanoate (42406-75-7) → (2S,3R)-2-[(S)-2-((S)-2-Amino-6-tert-butoxycarbonylamino-hexanoylamino)-6-tert-butoxycarbonylamino-hexanoylamino]-3-tert-butoxy-butyric acid benzyl ester (120792-08-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 2-ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinoline / CH₂Cl₂ / 18 h

2: morpholine / 0.67 h

3: 2-ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinoline / CH₂Cl₂ / 18 h

4: morpholine / 0.67 h

With morpholine; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; In dichloromethane;

upstream raw materials:

N^ε-(tert-Butoxycarbonyl)-N^α-(9-fluorenylmethoxycarbonyl)-L-lysyl-N^ε-(tert-butoxycarbonyl)-L-lysyl-O-tert-butyl-L-threonin-benzylester

benzyl bromide

Fmoc-Thr(tBu)-OH

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

Downstream raw materials:

O-tert-Butyl-N-(9-fluorenylmethoxycarbonyl)-L-threonyl-N^ε-(tert-butoxycarbonyl)-L-lysyl-N^ε-(tert-butoxycarbonyl)-L-lysyl-O-tert-butyl-L-threonin-benzylester

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

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

O-tert-Butyl-N-(9-fluorenylmethoxycarbonyl)-L-seryl-O-tert-butyl-L-threonyl-N^ε-(tert-butoxycarbonyl)-L-lysyl-N^ε-(tert-butoxycarbonyl)-L-lysyl-O-tert-butyl-L-threonin-benzylester

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