benzyl 2,3-anhydro-4-<(L-alanine benzyl ester)-N-yl>-4-deoxy-β-L-rybopyranoside

Base Information

• Chemical Name: benzyl 2,3-anhydro-4-<(L-alanine benzyl ester)-N-yl>-4-deoxy-β-L-rybopyranoside
• CAS No.: 115586-43-1
• Molecular Formula: C₂₂H₂₅NO₅
• Molecular Weight: 383.444
• Mol file: 115586-43-1.mol

Synonyms:benzyl 2,3-anhydro-4-<(L-alanine benzyl ester)-N-yl>-4-deoxy-β-L-rybopyranoside

Chemical Property of benzyl 2,3-anhydro-4-<(L-alanine benzyl ester)-N-yl>-4-deoxy-β-L-rybopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 2,3-anhydro-4-<(L-alanine benzyl ester)-N-yl>-4-deoxy-β-L-rybopyranoside

There total 3 articles about benzyl 2,3-anhydro-4-<(L-alanine benzyl ester)-N-yl>-4-deoxy-β-L-rybopyranoside 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: 90.0%

H-Ala-OBzl (17831-01-5) + benzyl 2,3-anhydro-4-O-(trifluoromethylsulfonyl)-α-D-lyxopyranoside (71204-46-1) → benzyl 2,3-anhydro-4-<(L-alanine benzyl ester)-N-yl>-4-deoxy-β-L-rybopyranoside (115586-43-1)

Guidance literature:

In acetonitrile; for 12h; Ambient temperature;

DOI:10.1021/jo00252a012

Reference yield: 79.0%

H-Ala-OBzl (17831-01-5) + benzyl 2,3-anhydro-4-O-trifluoromethanesulfonyl-β-L-ribopyranoside (71204-45-0) → Benzyl-4-(L-alanino-benzylester)-2,3-anhydro-4-desoxy-α-D-lyxopyranosid (109304-20-3,109304-21-4,115586-43-1)

Guidance literature:

In acetonitrile; for 12h; Ambient temperature;

Reference yield:

Benzyl-2,3-anhydro-β-L-ribopyranosid (24915-72-8,89064-41-5,91602-37-8) → Benzyl-4-(L-alanino-benzylester)-2,3-anhydro-4-desoxy-α-D-lyxopyranosid (109304-20-3,109304-21-4,115586-43-1)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / CH₂Cl₂

2: 79 percent / acetonitrile / 12 h / Ambient temperature

With pyridine; In dichloromethane; acetonitrile;

upstream raw materials:

H-Ala-OBzl

benzyl 2,3-anhydro-4-O-(trifluoromethylsulfonyl)-α-D-lyxopyranoside

benzyl 2,3-anhydro-4-O-trifluoromethanesulfonyl-β-L-ribopyranoside

Benzyl-2,3-anhydro-β-L-ribopyranosid

Downstream raw materials:

Benzyl-3,4-didesoxy-3,4-(epialanino-benzylester)-α-D-arabinopyranosid

Benzyl-3-L-alanino-3-desoxy-β-L-xylopyranosid

Benzyl-4-L-alanino-4-desoxy-α-D-xylopyranosid

(S)-2-((3S,4S,5R,6S)-6-Benzyloxy-4,5-dihydroxy-tetrahydro-pyran-3-ylamino)-propionic acid