2-amino-N-benzyl-N-benzyloxycarbonyl-3,4-di-O-benzyl-2-deoxy-1-O-methyl-α-D-gluco-hex-5-enopyranoside

Base Information

Chemical Name:2-amino-N-benzyl-N-benzyloxycarbonyl-3,4-di-O-benzyl-2-deoxy-1-O-methyl-α-D-gluco-hex-5-enopyranoside
CAS No.:102997-59-1
Molecular Formula:C₃₆H₃₇NO₆
Molecular Weight:579.693
Hs Code.:

Synonyms:2-amino-N-benzyl-N-benzyloxycarbonyl-3,4-di-O-benzyl-2-deoxy-1-O-methyl-α-D-gluco-hex-5-enopyranoside

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Chemical Property of 2-amino-N-benzyl-N-benzyloxycarbonyl-3,4-di-O-benzyl-2-deoxy-1-O-methyl-α-D-gluco-hex-5-enopyranoside

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Technology Process of 2-amino-N-benzyl-N-benzyloxycarbonyl-3,4-di-O-benzyl-2-deoxy-1-O-methyl-α-D-gluco-hex-5-enopyranoside

There total 7 articles about 2-amino-N-benzyl-N-benzyloxycarbonyl-3,4-di-O-benzyl-2-deoxy-1-O-methyl-α-D-gluco-hex-5-enopyranoside 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: 80.0%

: 129117-17-5
methyl 3-O-benzyl-2-(N-benzyl-N-benzyloxycarbonylamino)-2,6-dideoxy-6-iodo-α-D-glucopyranoside

: 100-39-0
benzyl bromide

: 102997-59-1
2-amino-N-benzyl-N-benzyloxycarbonyl-3,4-di-O-benzyl-2-deoxy-1-O-methyl-α-D-gluco-hex-5-enopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; for 5h; Ambient temperature;
DOI:10.1016/S0040-4020(01)97594-5

Reference yield:

: 2-amino-N-benzyl-N-benzyloxycarbonyl-3,4-di-O-benzyl-2-deoxy-6-iodo-1-O-methyl-α-D-glucopyranoside

: 102997-59-1
2-amino-N-benzyl-N-benzyloxycarbonyl-3,4-di-O-benzyl-2-deoxy-1-O-methyl-α-D-gluco-hex-5-enopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 25 ℃;
DOI:10.1002/chem.201702371

Reference yield:

: 4704-15-8
((2S,3R,4R,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-2-methoxy-tetrahydro-pyran-3-yl)-carbamic acid benzyl ester

: 102997-59-1
2-amino-N-benzyl-N-benzyloxycarbonyl-3,4-di-O-benzyl-2-deoxy-1-O-methyl-α-D-gluco-hex-5-enopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 85 percent / ZnCl₂ / 24 h

2: 75 percent / NaH / dimethylformamide / 3 h / Ambient temperature

3: aq. acetic acid / 3 h / Heating

4: 60 percent / Ph₃P, imidazole, I₂ / toluene / 3 h / 80 °C

5: 80 percent / NaH / dimethylformamide / 5 h / Ambient temperature

With 1H-imidazole; iodine; sodium hydride; acetic acid; triphenylphosphine; zinc(II) chloride; In N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4020(01)97594-5