N-{(1S,2R)-3-Benzyloxy-2-hydroxy-1-[((3aS,5S,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethyl)-carbamoyl]-propyl}-succinamic acid

Base Information

Chemical Name:N-{(1S,2R)-3-Benzyloxy-2-hydroxy-1-[((3aS,5S,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethyl)-carbamoyl]-propyl}-succinamic acid
CAS No.:188825-39-0
Molecular Formula:C₂₇H₃₈N₂O₁₁
Molecular Weight:566.606
Hs Code.:

N-{(1S,2R)-3-Benzyloxy-2-hydroxy-1-[((3aS,5S,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethyl)-carbamoyl]-propyl}-succinamic acid

Synonyms:N-{(1S,2R)-3-Benzyloxy-2-hydroxy-1-[((3aS,5S,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethyl)-carbamoyl]-propyl}-succinamic acid

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Chemical Property of N-{(1S,2R)-3-Benzyloxy-2-hydroxy-1-[((3aS,5S,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethyl)-carbamoyl]-propyl}-succinamic acid

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Technology Process of N-{(1S,2R)-3-Benzyloxy-2-hydroxy-1-[((3aS,5S,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethyl)-carbamoyl]-propyl}-succinamic acid

There total 8 articles about N-{(1S,2R)-3-Benzyloxy-2-hydroxy-1-[((3aS,5S,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethyl)-carbamoyl]-propyl}-succinamic 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: 71.0%

: 108-30-5
succinic acid anhydride

: 184963-20-0
(2S,3R)-2-Amino-4-benzyloxy-3-hydroxy-N-((3aS,5S,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethyl)-butyramide

: 188825-39-0
N-{(1S,2R)-3-Benzyloxy-2-hydroxy-1-[((3aS,5S,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethyl)-carbamoyl]-propyl}-succinamic acid

Guidance literature:: In methanol; at 23 ℃; for 0.5h;
DOI:10.1016/S0968-0896(96)00236-2

Reference yield:

: 4064-06-6,27108-09-4,72361-04-7,99166-41-3,110319-61-4,148623-63-6,150199-47-6,70932-37-5
1,2:3,4-di-O-isopropylidene-α-L-galactopyranose

: 188825-39-0
N-{(1S,2R)-3-Benzyloxy-2-hydroxy-1-[((3aS,5S,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethyl)-carbamoyl]-propyl}-succinamic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / pyridine

2: 91 percent / NaN₃ / dimethylformamide / 115 °C

3: 100 percent / H₂ / Pd/C / methanol / 1824 Torr

4: N-ethyl-N'-(3-dimethylaminopropyl)carbodiimide, hydroxybenzotriazole / dimethylformamide / -20 - 23 °C

5: 10percent aq. TFA / CH₂Cl₂

6: methanol

With pyridine; sodium azide; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 70932-44-4
6-azido-1,2,3,4-di-O-isopropylidene-6-deoxy-α-L-galactopyranoside

: 188825-39-0
N-{(1S,2R)-3-Benzyloxy-2-hydroxy-1-[((3aS,5S,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethyl)-carbamoyl]-propyl}-succinamic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / H₂ / Pd/C / methanol / 1824 Torr

2: N-ethyl-N'-(3-dimethylaminopropyl)carbodiimide, hydroxybenzotriazole / dimethylformamide / -20 - 23 °C

3: 10percent aq. TFA / CH₂Cl₂

4: methanol

With hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;