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

Base Information

Chemical Name:(R)-4-((S)-2-{(R)-2-[(4aR,6S,7R,8R,8aS)-6-Benzyloxy-7-(2-benzyloxy-acetylamino)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-propionylamino}-propionylamino)-4-carbamoyl-butyric acid benzyl ester
CAS No.:66112-14-9
Molecular Formula:C₄₇H₅₄N₄O₁₂
Molecular Weight:866.965
Hs Code.:

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

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

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

There total 12 articles about (R)-4-((S)-2-{(R)-2-[(4aR,6S,7R,8R,8aS)-6-Benzyloxy-7-(2-benzyloxy-acetylamino)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-propionylamino}-propionylamino)-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:

: 13347-83-6
benzyl 4,6-O-benzylidene-2-amino-2-deoxy-α-D-glucopyranoside

: 66112-14-9
(R)-4-((S)-2-{(R)-2-[(4aR,6S,7R,8R,8aS)-6-Benzyloxy-7-(2-benzyloxy-acetylamino)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-propionylamino}-propionylamino)-4-carbamoyl-butyric acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / tetrahydrofuran / 1 h / Heating

2: 1.) NaH / 1.) dioxane, 90 deg C, 1 h, 2.) dioxane, 65 deg C, 16 h

3: 99.6 percent / dicyclohexylcarbodiimide (DCC) / tetrahydrofuran / 19 h / 4 - 20 °C

4: acetonitrile / 15 h / Ambient temperature

With sodium hydride; dicyclohexyl-carbodiimide; In tetrahydrofuran; acetonitrile;
DOI:10.1246/bcsj.53.2570

Reference yield:

: 30379-55-6
benzyloxyacetic acid

: 66112-14-9
(R)-4-((S)-2-{(R)-2-[(4aR,6S,7R,8R,8aS)-6-Benzyloxy-7-(2-benzyloxy-acetylamino)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-propionylamino}-propionylamino)-4-carbamoyl-butyric acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: dicyclohexylcarbodiimide (DCC) / CH₂Cl₂ / 17 h / 0 - 20 °C

2: 100 percent / tetrahydrofuran / 1 h / Heating

3: 1.) NaH / 1.) dioxane, 90 deg C, 1 h, 2.) dioxane, 65 deg C, 16 h

4: 99.6 percent / dicyclohexylcarbodiimide (DCC) / tetrahydrofuran / 19 h / 4 - 20 °C

5: acetonitrile / 15 h / Ambient temperature

With sodium hydride; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1246/bcsj.53.2570

Reference yield:

: 18814-49-8
tert-butoxycarbonyl-L-alanyl-D-isoglutamine benzyl ester

: 66112-14-9
(R)-4-((S)-2-{(R)-2-[(4aR,6S,7R,8R,8aS)-6-Benzyloxy-7-(2-benzyloxy-acetylamino)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-propionylamino}-propionylamino)-4-carbamoyl-butyric acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: CF₃COOH / 0.33 h / Ambient temperature

2: acetonitrile / 15 h / Ambient temperature

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