(R)-2-[(R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyrylamino]-3-tritylsulfanyl-propionic acid allyl ester

Base Information

Chemical Name:(R)-2-[(R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyrylamino]-3-tritylsulfanyl-propionic acid allyl ester
CAS No.:640722-86-7
Molecular Formula:C₄₅H₄₄N₂O₅S
Molecular Weight:724.921
Hs Code.:

Synonyms:(R)-2-[(R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyrylamino]-3-tritylsulfanyl-propionic acid allyl ester

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Chemical Property of (R)-2-[(R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyrylamino]-3-tritylsulfanyl-propionic acid allyl ester

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Technology Process of (R)-2-[(R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyrylamino]-3-tritylsulfanyl-propionic acid allyl ester

There total 2 articles about (R)-2-[(R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyrylamino]-3-tritylsulfanyl-propionic acid allyl 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:

: 84624-17-9
N-(9-fluorenylmethoxycarbonyl)-D-valine

: 1026823-61-9
S-triphenylmethyl-cysteine allyl ester

: 640722-86-7
(R)-2-[(R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyrylamino]-3-tritylsulfanyl-propionic acid allyl ester

Guidance literature:: N-(9-fluorenylmethoxycarbonyl)-D-valine; With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; In N,N-dimethyl-formamide; for 0.166667h;

S-triphenylmethyl-cysteine allyl ester; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 25 ℃; for 8h;
DOI:10.1021/jo0302657

Reference yield:

: 640722-84-5
allyl 2(R)-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(tritylthio)propanoate

: 640722-86-7
(R)-2-[(R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyrylamino]-3-tritylsulfanyl-propionic acid allyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: diethylamine (DEA) / acetonitrile / 0.5 h / 25 °C

2.1: HOBt*H₂O; HBTU / dimethylformamide / 0.17 h

2.2: DIEA / dimethylformamide / 8 h / 25 °C

With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; diethylamine; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo0302657

Reference yield:

: 640722-86-7
(R)-2-[(R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyrylamino]-3-tritylsulfanyl-propionic acid allyl ester

: 176666-84-5
dendroamide A

Guidance literature:: Multi-step reaction with 9 steps

1.1: 90 percent / Ph₃PO; trifluoromethanesulfonic anhydride / CH₂Cl₂ / 2 h / -20 °C

2.1: 91 percent / MnO₂ / CH₂Cl₂ / 25 °C

3.1: Pd(OAc)2; styrene polymer-bound triphenylphosphine; PhSiH₃ / CH₂Cl₂ / 0.25 h

4.1: HOBt*H₂O; HBTU / dimethylformamide / 0.17 h

4.2: 511 mg / DIEA / dimethylformamide / 8 h / 25 °C

5.1: diethylamine (DEA) / acetonitrile / 0.5 h / 25 °C

6.1: HOBt*H₂O; HBTU / dimethylformamide / 0.17 h

6.2: 217 mg / DIEA / dimethylformamide / 8 h / 25 °C

7.1: diethylamine (DEA) / acetonitrile / 0.5 h / 25 °C

8.1: Pd(OAc)2; polystyrene-triphenylphosphine; PhSiH₃ / CH₂Cl₂ / 0.25 h

9.1: 39.6 mg / PyBOP; DMAP / CH₂Cl₂; dimethylformamide / 10 h

With dmap; manganese(IV) oxide; palladium diacetate; polystyrene-triphenylphosphine; styrene polymer-bound triphenylphosphine; phenylsilane; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; trifluoromethanesulfonic acid anhydride; diethylamine; Triphenylphosphine oxide; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo0302657