(R)-4-{(2S,3R)-2-[(R)-2-((4aR,6S,7R,8R,8aS)-7-Acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionylamino]-3-benzyloxy-butyrylamino}-4-carbamoyl-butyric acid benzyl ester

Base Information

Chemical Name:(R)-4-{(2S,3R)-2-[(R)-2-((4aR,6S,7R,8R,8aS)-7-Acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionylamino]-3-benzyloxy-butyrylamino}-4-carbamoyl-butyric acid benzyl ester
CAS No.:66111-85-1
Molecular Formula:C₄₈H₅₆N₄O₁₂
Molecular Weight:880.992
Hs Code.:

(R)-4-{(2S,3R)-2-[(R)-2-((4aR,6S,7R,8R,8aS)-7-Acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionylamino]-3-benzyloxy-butyrylamino}-4-carbamoyl-butyric acid benzyl ester

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Chemical Property of (R)-4-{(2S,3R)-2-[(R)-2-((4aR,6S,7R,8R,8aS)-7-Acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionylamino]-3-benzyloxy-butyrylamino}-4-carbamoyl-butyric acid benzyl ester

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Technology Process of (R)-4-{(2S,3R)-2-[(R)-2-((4aR,6S,7R,8R,8aS)-7-Acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionylamino]-3-benzyloxy-butyrylamino}-4-carbamoyl-butyric acid benzyl ester

There total 10 articles about (R)-4-{(2S,3R)-2-[(R)-2-((4aR,6S,7R,8R,8aS)-7-Acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionylamino]-3-benzyloxy-butyrylamino}-4-carbamoyl-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:

: 15260-10-3
N-Boc-O-benzyl-L-threonine

: 66111-85-1
(R)-4-{(2S,3R)-2-[(R)-2-((4aR,6S,7R,8R,8aS)-7-Acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionylamino]-3-benzyloxy-butyrylamino}-4-carbamoyl-butyric acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: dicyclohexylcarbodiimide (DCC) / acetonitrile; dimethylformamide / 1.) 0 deg C, 1 h, 2.) RT, 4 h

2: acetonitrile / 15 h / Ambient temperature

3: CF₃COOH / 0.33 h / Ambient temperature

4: acetonitrile / 15 h / Ambient temperature

With dicyclohexyl-carbodiimide; trifluoroacetic acid; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1246/bcsj.53.2570

Reference yield:

: 18800-73-2,19238-66-5
benzyl (R)-5-amino-4-((tert-butoxycarbonyl)amino)-5-oxopentanoate

: 66111-85-1
(R)-4-{(2S,3R)-2-[(R)-2-((4aR,6S,7R,8R,8aS)-7-Acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionylamino]-3-benzyloxy-butyrylamino}-4-carbamoyl-butyric acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: CF₃COOH / 0.25 h / Ambient temperature

2: acetonitrile / 15 h / Ambient temperature

3: CF₃COOH / 0.33 h / Ambient temperature

4: acetonitrile / 15 h / Ambient temperature

With trifluoroacetic acid; In acetonitrile;
DOI:10.1246/bcsj.53.2570

Reference yield:

: 2578-33-8,1676-73-9,29456-09-5,25014-27-1
D-glutamic acid-5-benzyl ester

: 66111-85-1
(R)-4-{(2S,3R)-2-[(R)-2-((4aR,6S,7R,8R,8aS)-7-Acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionylamino]-3-benzyloxy-butyrylamino}-4-carbamoyl-butyric acid benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 7.00 g / Et₃N / H₂O; dimethylformamide

2: 86.8 percent / dicyclohexylcarbodiimide (DCC) / ethyl acetate / 2 h / 0 °C

3: 70.8 percent / 25percent aq. ammonia / tetrahydrofuran / 2 h / Ambient temperature

4: CF₃COOH / 0.25 h / Ambient temperature

5: acetonitrile / 15 h / Ambient temperature

6: CF₃COOH / 0.33 h / Ambient temperature

7: acetonitrile / 15 h / Ambient temperature

With ammonium hydroxide; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1246/bcsj.53.2570