Acetic acid (2S,3S,4S,5R,6R)-6-[3-((2S,3S,4S,5R,6R)-3-acetoxy-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ureidomethyl]-4,5-bis-benzyloxy-2-[3-(9H-fluoren-9-ylmethoxycarbonylamino)-propoxy]-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:Acetic acid (2S,3S,4S,5R,6R)-6-[3-((2S,3S,4S,5R,6R)-3-acetoxy-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ureidomethyl]-4,5-bis-benzyloxy-2-[3-(9H-fluoren-9-ylmethoxycarbonylamino)-propoxy]-tetrahydro-pyran-3-yl ester
CAS No.:674303-04-9
Molecular Formula:C₇₀H₇₅N₃O₁₅
Molecular Weight:1198.38
Hs Code.:

Acetic acid (2S,3S,4S,5R,6R)-6-[3-((2S,3S,4S,5R,6R)-3-acetoxy-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ureidomethyl]-4,5-bis-benzyloxy-2-[3-(9H-fluoren-9-ylmethoxycarbonylamino)-propoxy]-tetrahydro-pyran-3-yl ester

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Chemical Property of Acetic acid (2S,3S,4S,5R,6R)-6-[3-((2S,3S,4S,5R,6R)-3-acetoxy-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ureidomethyl]-4,5-bis-benzyloxy-2-[3-(9H-fluoren-9-ylmethoxycarbonylamino)-propoxy]-tetrahydro-pyran-3-yl ester

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Technology Process of Acetic acid (2S,3S,4S,5R,6R)-6-[3-((2S,3S,4S,5R,6R)-3-acetoxy-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ureidomethyl]-4,5-bis-benzyloxy-2-[3-(9H-fluoren-9-ylmethoxycarbonylamino)-propoxy]-tetrahydro-pyran-3-yl ester

There total 15 articles about Acetic acid (2S,3S,4S,5R,6R)-6-[3-((2S,3S,4S,5R,6R)-3-acetoxy-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ureidomethyl]-4,5-bis-benzyloxy-2-[3-(9H-fluoren-9-ylmethoxycarbonylamino)-propoxy]-tetrahydro-pyran-3-yl 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:

: 100-39-0
benzyl bromide

: 674303-04-9
Acetic acid (2S,3S,4S,5R,6R)-6-[3-((2S,3S,4S,5R,6R)-3-acetoxy-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ureidomethyl]-4,5-bis-benzyloxy-2-[3-(9H-fluoren-9-ylmethoxycarbonylamino)-propoxy]-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1: NaH / dimethylformamide / 15 h

2: 889 mg / TMSN₃; SnCl₄ / CH₂Cl₂ / 3 h

3: H₂; triethylamine / Pd/C / diethyl ether; hexane / 3 h

4: diethyl ether; hexane / 12 h / 20 °C

5: 153 mg / PPh₃; CBr₄; triethylamine / CH₂Cl₂ / 0.33 h / -20 °C

6: pyridine N-oxide; molecular sieves (3 Angstroem); iodine / acetonitrile / 0.17 h

7: 416 mg / acetonitrile / 0.5 h

With pyridine N-oxide; carbon tetrabromide; trimethylsilylazide; 3 A molecular sieve; hydrogen; iodine; tin(IV) chloride; sodium hydride; triethylamine; triphenylphosphine; palladium on activated charcoal; In diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/ejoc.200300483

Reference yield:

: 29073-91-4,55865-04-8,138196-19-7
1,2-O-(1-methoxyethylidene)-β-D-mannopyranose

: 674303-04-9
Acetic acid (2S,3S,4S,5R,6R)-6-[3-((2S,3S,4S,5R,6R)-3-acetoxy-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ureidomethyl]-4,5-bis-benzyloxy-2-[3-(9H-fluoren-9-ylmethoxycarbonylamino)-propoxy]-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1: NaH / dimethylformamide / 15 h

2: 889 mg / TMSN₃; SnCl₄ / CH₂Cl₂ / 3 h

3: H₂; triethylamine / Pd/C / diethyl ether; hexane / 3 h

4: diethyl ether; hexane / 12 h / 20 °C

5: 153 mg / PPh₃; CBr₄; triethylamine / CH₂Cl₂ / 0.33 h / -20 °C

6: pyridine N-oxide; molecular sieves (3 Angstroem); iodine / acetonitrile / 0.17 h

7: 416 mg / acetonitrile / 0.5 h

With pyridine N-oxide; carbon tetrabromide; trimethylsilylazide; 3 A molecular sieve; hydrogen; iodine; tin(IV) chloride; sodium hydride; triethylamine; triphenylphosphine; palladium on activated charcoal; In diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/ejoc.200300483

Reference yield:

: 16697-49-7
3,4,6-tri-O-benzyl-1,2-O-(methoxyethylidene)-β-D-mannopyranose

: 674303-04-9
Acetic acid (2S,3S,4S,5R,6R)-6-[3-((2S,3S,4S,5R,6R)-3-acetoxy-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ureidomethyl]-4,5-bis-benzyloxy-2-[3-(9H-fluoren-9-ylmethoxycarbonylamino)-propoxy]-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 889 mg / TMSN₃; SnCl₄ / CH₂Cl₂ / 3 h

2: H₂; triethylamine / Pd/C / diethyl ether; hexane / 3 h

3: diethyl ether; hexane / 12 h / 20 °C

4: 153 mg / PPh₃; CBr₄; triethylamine / CH₂Cl₂ / 0.33 h / -20 °C

5: pyridine N-oxide; molecular sieves (3 Angstroem); iodine / acetonitrile / 0.17 h

6: 416 mg / acetonitrile / 0.5 h

With pyridine N-oxide; carbon tetrabromide; trimethylsilylazide; 3 A molecular sieve; hydrogen; iodine; tin(IV) chloride; triethylamine; triphenylphosphine; palladium on activated charcoal; In diethyl ether; hexane; dichloromethane; acetonitrile;
DOI:10.1002/ejoc.200300483