N-[(9H-fluoren-9-ylmethoxy)carbonyl]-O-(4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl)-L-serine phenylmethyl ester

Base Information

• Chemical Name: N-[(9H-fluoren-9-ylmethoxy)carbonyl]-O-(4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl)-L-serine phenylmethyl ester
• CAS No.: 1463469-25-1
• Molecular Formula: C₃₅H₃₅NO₁₀
• Molecular Weight: 629.664
• Mol file: 1463469-25-1.mol

Synonyms:N-[(9H-fluoren-9-ylmethoxy)carbonyl]-O-(4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl)-L-serine phenylmethyl ester

Chemical Property of N-[(9H-fluoren-9-ylmethoxy)carbonyl]-O-(4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl)-L-serine phenylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of N-[(9H-fluoren-9-ylmethoxy)carbonyl]-O-(4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl)-L-serine phenylmethyl ester

There total 2 articles about N-[(9H-fluoren-9-ylmethoxy)carbonyl]-O-(4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl)-L-serine phenylmethyl 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: 79.0%

N-(9-fluorenylmethyloxycarbonyl)-L-serine benzyl ester (118358-66-0,73724-46-6) + D-glucal triacetate (2873-29-2) → N-[(9H-fluoren-9-ylmethoxy)carbonyl]-O-(4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl)-L-serine phenylmethyl ester (1463469-25-1)

Guidance literature:

With hafnium tetrakis(trifluoromethanesulfonate); In tetrahydrofuran; at 40 ℃; for 0.416667h; stereoselective reaction; Inert atmosphere;

DOI:10.1016/j.tetlet.2016.05.026

Reference yield:

N-(9-fluorenylmethyloxycarbonyl)-L-serine benzyl ester (118358-66-0,73724-46-6) + D-glucal triacetate (2873-29-2) → N-[(9H-fluoren-9-ylmethoxy)carbonyl]-O-(4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl)-L-serine phenylmethyl ester (1463469-25-1) + O-(4,6-di-O-acetyl-2,3-dideoxy-β-D-arabinohex-2-enopyranosyl)-N-(9-fluorenylmethoxycarbonyl)-L-serine benzyl ester

Guidance literature:

With iodine; In dichloromethane; at 20 ℃; Reagent/catalyst; Overall yield = 88 %; stereoselective reaction;

DOI:10.2478/s11696-013-0482-x

upstream raw materials:

N-(9-fluorenylmethyloxycarbonyl)-L-serine benzyl ester

D-glucal triacetate