(S)-3-(4-Hydroxy-phenyl)-2-[((3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-ylmethyl)-amino]-propionic acid

Base Information

• Chemical Name: (S)-3-(4-Hydroxy-phenyl)-2-[((3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-ylmethyl)-amino]-propionic acid
• CAS No.: 173966-40-0
• Molecular Formula: C₂₁H₂₉NO₈
• Molecular Weight: 423.463
• Mol file: 173966-40-0.mol

Synonyms:(S)-3-(4-Hydroxy-phenyl)-2-[((3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-ylmethyl)-amino]-propionic acid

Chemical Property of (S)-3-(4-Hydroxy-phenyl)-2-[((3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-ylmethyl)-amino]-propionic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-(4-Hydroxy-phenyl)-2-[((3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-ylmethyl)-amino]-propionic acid

There total 1 articles about (S)-3-(4-Hydroxy-phenyl)-2-[((3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-ylmethyl)-amino]-propionic 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: 56.0%

2,3:4,5-bis-O-(isopropylidene)-D-fructopyranose aldehyde (32786-02-0) + L-tyrosine (60-18-4,18875-48-4,25619-78-7,30704-25-7) → (S)-3-(4-Hydroxy-phenyl)-2-[((3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-ylmethyl)-amino]-propionic acid (173966-40-0)

Guidance literature:

With sodium cyanoborohydride; In methanol; water; at 70 ℃; for 5h;

DOI:10.1039/P29960000789

Reference yield: 65.0%

(S)-3-(4-Hydroxy-phenyl)-2-[((3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-ylmethyl)-amino]-propionic acid (173966-40-0) → N-(1-deoxy-D-fructos-1-yl)-L-tyrosine (87251-89-6)

Guidance literature:

With trifluoroacetic acid; In water; for 24h; Ambient temperature;

DOI:10.1039/P29960000789

Reference yield:

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + (S)-3-(4-Hydroxy-phenyl)-2-[((3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-ylmethyl)-amino]-propionic acid (173966-40-0) → (S)-3-(4-Hydroxy-phenyl)-2-[((3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-ylmethyl)-amino]-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester

Guidance literature:

With dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1039/P29960000789

upstream raw materials:

2,3:4,5-bis-O-(isopropylidene)-D-fructopyranose aldehyde

L-tyrosine

Downstream raw materials:

N-(1-deoxy-D-fructos-1-yl)-L-tyrosine

(2-{(S)-3-(4-Hydroxy-phenyl)-2-[((3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-ylmethyl)-amino]-propionylamino}-acetylamino)-acetic acid

(S)-2-{(S)-2-[2-(2-{(S)-3-(4-Hydroxy-phenyl)-2-[((3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-ylmethyl)-amino]-propionylamino}-acetylamino)-acetylamino]-3-phenyl-propionylamino}-4-methyl-pentanoic acid

C₄₁H₅₇N₅O₁₂