ethyl-6-O-carboxy-(N-(9-fluorenylmethoxycarbonyl)-L-aspartic acid)-2,3,4-tri-O-benzyl-1-thio-α-D-manno-pyranoside

Base Information

• Chemical Name: ethyl-6-O-carboxy-(N-(9-fluorenylmethoxycarbonyl)-L-aspartic acid)-2,3,4-tri-O-benzyl-1-thio-α-D-manno-pyranoside
• CAS No.: 223480-06-6
• Molecular Formula: C₄₈H₄₉NO₁₀S
• Molecular Weight: 831.984
• Mol file: 223480-06-6.mol

Synonyms:ethyl-6-O-carboxy-(N-(9-fluorenylmethoxycarbonyl)-L-aspartic acid)-2,3,4-tri-O-benzyl-1-thio-α-D-manno-pyranoside

Chemical Property of ethyl-6-O-carboxy-(N-(9-fluorenylmethoxycarbonyl)-L-aspartic acid)-2,3,4-tri-O-benzyl-1-thio-α-D-manno-pyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl-6-O-carboxy-(N-(9-fluorenylmethoxycarbonyl)-L-aspartic acid)-2,3,4-tri-O-benzyl-1-thio-α-D-manno-pyranoside

There total 4 articles about ethyl-6-O-carboxy-(N-(9-fluorenylmethoxycarbonyl)-L-aspartic acid)-2,3,4-tri-O-benzyl-1-thio-α-D-manno-pyranoside 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: 100.0%

ethyl-6-O-carboxy-(N-(9-fluorenylmethoxycarbonyl)-L-aspartic-acid α-tert-butyl ester)-2,3,4-tri-O-benzyl-1-thio-α-D-manno-pyranoside → ethyl-6-O-carboxy-(N-(9-fluorenylmethoxycarbonyl)-L-aspartic acid)-2,3,4-tri-O-benzyl-1-thio-α-D-manno-pyranoside (223480-06-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 3.5h;

DOI:10.1016/S0957-4166(99)00013-0

Reference yield:

(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)succinic acid 4-benzyl ester 1-tert-butyl ester (168261-64-1) → ethyl-6-O-carboxy-(N-(9-fluorenylmethoxycarbonyl)-L-aspartic acid)-2,3,4-tri-O-benzyl-1-thio-α-D-manno-pyranoside (223480-06-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / H₂ / Pd / ethanol / 8 h

2: 75 percent / dicyclohexylcarbodiimide, DMAP / CH₂Cl₂ / 7 h / 0 - 20 °C

3: 100 percent / TFA / CH₂Cl₂ / 3.5 h / 0 - 20 °C

With dmap; hydrogen; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium; In ethanol; dichloromethane;

DOI:10.1016/S0957-4166(99)00013-0

Reference yield:

ethyl 2,3,4-tri-O-benzyl-1-thio-α-D-mannopyranoside (39483-51-7,119645-03-3,126461-54-9,128850-50-0) → ethyl-6-O-carboxy-(N-(9-fluorenylmethoxycarbonyl)-L-aspartic acid)-2,3,4-tri-O-benzyl-1-thio-α-D-manno-pyranoside (223480-06-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / dicyclohexylcarbodiimide, DMAP / CH₂Cl₂ / 7 h / 0 - 20 °C

2: 100 percent / TFA / CH₂Cl₂ / 3.5 h / 0 - 20 °C

With dmap; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/S0957-4166(99)00013-0

upstream raw materials:

ethyl 2,3,4-tri-O-benzyl-1-thio-α-D-mannopyranoside

Fmoc-Asp-O-t-Bu

(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)succinic acid 4-benzyl ester 1-tert-butyl ester