(S)-7-(Benzyloxy-formyl-amino)-2-[(1-{(2S,3S)-2-[(R)-2-tert-butoxycarbonylamino-3-(4-methoxy-phenyl)-propionylamino]-3-methyl-pentanoyl}-piperidine-2-carbonyl)-amino]-heptanoic acid

Base Information

Chemical Name:(S)-7-(Benzyloxy-formyl-amino)-2-[(1-{(2S,3S)-2-[(R)-2-tert-butoxycarbonylamino-3-(4-methoxy-phenyl)-propionylamino]-3-methyl-pentanoyl}-piperidine-2-carbonyl)-amino]-heptanoic acid
CAS No.:727426-56-4
Molecular Formula:C₄₂H₆₁N₅O₁₀
Molecular Weight:795.974
Hs Code.:

(S)-7-(Benzyloxy-formyl-amino)-2-[(1-{(2S,3S)-2-[(R)-2-tert-butoxycarbonylamino-3-(4-methoxy-phenyl)-propionylamino]-3-methyl-pentanoyl}-piperidine-2-carbonyl)-amino]-heptanoic acid

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Chemical Property of (S)-7-(Benzyloxy-formyl-amino)-2-[(1-{(2S,3S)-2-[(R)-2-tert-butoxycarbonylamino-3-(4-methoxy-phenyl)-propionylamino]-3-methyl-pentanoyl}-piperidine-2-carbonyl)-amino]-heptanoic acid

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Technology Process of (S)-7-(Benzyloxy-formyl-amino)-2-[(1-{(2S,3S)-2-[(R)-2-tert-butoxycarbonylamino-3-(4-methoxy-phenyl)-propionylamino]-3-methyl-pentanoyl}-piperidine-2-carbonyl)-amino]-heptanoic acid

There total 11 articles about (S)-7-(Benzyloxy-formyl-amino)-2-[(1-{(2S,3S)-2-[(R)-2-tert-butoxycarbonylamino-3-(4-methoxy-phenyl)-propionylamino]-3-methyl-pentanoyl}-piperidine-2-carbonyl)-amino]-heptanoic acid 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:

: 622-33-3
N-benzyloxyamine

: 727426-56-4
(S)-7-(Benzyloxy-formyl-amino)-2-[(1-{(2S,3S)-2-[(R)-2-tert-butoxycarbonylamino-3-(4-methoxy-phenyl)-propionylamino]-3-methyl-pentanoyl}-piperidine-2-carbonyl)-amino]-heptanoic acid

Guidance literature:: Multi-step reaction with 9 steps

1: DIEA / methanol

2: trifluoroacetic acid

3: acylase

4: Et₃N

5: DCC; DMAP

6: trifluoroacetic acid

7: HBTU; HOBt*H₂O; Et₃N

8: TBAF / tetrahydrofuran

With dmap; acylase; tetrabutyl ammonium fluoride; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; methanol;
DOI:10.1016/j.bmcl.2004.03.018

Reference yield:

: 183991-46-0
N-formyl-N-benzyloxyamine

: 727426-56-4
(S)-7-(Benzyloxy-formyl-amino)-2-[(1-{(2S,3S)-2-[(R)-2-tert-butoxycarbonylamino-3-(4-methoxy-phenyl)-propionylamino]-3-methyl-pentanoyl}-piperidine-2-carbonyl)-amino]-heptanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 25 percent / KI; K₂CO₃ / acetone / 36 h / Heating

2: trifluoroacetic acid

3: HBTU; HOBt*H₂O; Et₃N

4: TBAF / tetrahydrofuran

With tetrabutyl ammonium fluoride; potassium carbonate; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; trifluoroacetic acid; potassium iodide; In tetrahydrofuran; acetone;
DOI:10.1016/j.bmcl.2004.03.018

Reference yield:

: 669091-38-7
7-bromo-2-tert-butoxycarbonylamino-heptanoic acid 2-trimethylsilanyl-ethyl ester

: 727426-56-4
(S)-7-(Benzyloxy-formyl-amino)-2-[(1-{(2S,3S)-2-[(R)-2-tert-butoxycarbonylamino-3-(4-methoxy-phenyl)-propionylamino]-3-methyl-pentanoyl}-piperidine-2-carbonyl)-amino]-heptanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 25 percent / KI; K₂CO₃ / acetone / 36 h / Heating

2: trifluoroacetic acid

3: HBTU; HOBt*H₂O; Et₃N

4: TBAF / tetrahydrofuran

With tetrabutyl ammonium fluoride; potassium carbonate; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; trifluoroacetic acid; potassium iodide; In tetrahydrofuran; acetone;
DOI:10.1016/j.bmcl.2004.03.018