N-<<4-O-(2'-acetamido-3',4',6'-tri-O-acetyl-2'-deoxy-β-D-glucopyranosyl)-2-O-benzyl-N-benzyloxycarbonyl-6-O-(tert-butyldimethylsilyl)-1,3,5-trideoxy-1,5-imino-D-mannitol-3-yloxy>acetyl>-L-alanyl-D-glutamic acid dibenzyl ester

Base Information

Chemical Name:N-<<4-O-(2'-acetamido-3',4',6'-tri-O-acetyl-2'-deoxy-β-D-glucopyranosyl)-2-O-benzyl-N-benzyloxycarbonyl-6-O-(tert-butyldimethylsilyl)-1,3,5-trideoxy-1,5-imino-D-mannitol-3-yloxy>acetyl>-L-alanyl-D-glutamic acid dibenzyl ester
CAS No.:144382-56-9
Molecular Formula:C₆₅H₈₄N₄O₂₀Si
Molecular Weight:1269.48
Hs Code.:

N-<<4-O-(2'-acetamido-3',4',6'-tri-O-acetyl-2'-deoxy-β-D-glucopyranosyl)-2-O-benzyl-N-benzyloxycarbonyl-6-O-(tert-butyldimethylsilyl)-1,3,5-trideoxy-1,5-imino-D-mannitol-3-yloxy>acetyl>-L-alanyl-D-glutamic acid dibenzyl ester

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Chemical Property of N-<<4-O-(2'-acetamido-3',4',6'-tri-O-acetyl-2'-deoxy-β-D-glucopyranosyl)-2-O-benzyl-N-benzyloxycarbonyl-6-O-(tert-butyldimethylsilyl)-1,3,5-trideoxy-1,5-imino-D-mannitol-3-yloxy>acetyl>-L-alanyl-D-glutamic acid dibenzyl ester

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Technology Process of N-<<4-O-(2'-acetamido-3',4',6'-tri-O-acetyl-2'-deoxy-β-D-glucopyranosyl)-2-O-benzyl-N-benzyloxycarbonyl-6-O-(tert-butyldimethylsilyl)-1,3,5-trideoxy-1,5-imino-D-mannitol-3-yloxy>acetyl>-L-alanyl-D-glutamic acid dibenzyl ester

There total 11 articles about N-<<4-O-(2'-acetamido-3',4',6'-tri-O-acetyl-2'-deoxy-β-D-glucopyranosyl)-2-O-benzyl-N-benzyloxycarbonyl-6-O-(tert-butyldimethylsilyl)-1,3,5-trideoxy-1,5-imino-D-mannitol-3-yloxy>acetyl>-L-alanyl-D-glutamic acid dibenzyl 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: 64.0%

: 144382-54-7
3-O-(2-acetamido-3',4',6'-tri-O-acetyl-2'-deoxy-β-D-glucopyranosyl)-5-O-benzyl-N-benzyloxycarbonyl-1-O-(tert-butyldimethylsilyl)-4-O-carboxymethyl-D-mannitol

: 63092-23-9
L-alanyl-D-glutamic acid dibenzyl ester hydrochloride

: 144382-56-9
N-<<4-O-(2'-acetamido-3',4',6'-tri-O-acetyl-2'-deoxy-β-D-glucopyranosyl)-2-O-benzyl-N-benzyloxycarbonyl-6-O-(tert-butyldimethylsilyl)-1,3,5-trideoxy-1,5-imino-D-mannitol-3-yloxy>acetyl>-L-alanyl-D-glutamic acid dibenzyl ester

Guidance literature:: With 4-methyl-morpholine; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; N,N-dimethyl-formamide; for 18h; Ambient temperature;

Reference yield:

: 87190-67-8
3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-O-trichloroacetimidate

: 144382-56-9
N-<<4-O-(2'-acetamido-3',4',6'-tri-O-acetyl-2'-deoxy-β-D-glucopyranosyl)-2-O-benzyl-N-benzyloxycarbonyl-6-O-(tert-butyldimethylsilyl)-1,3,5-trideoxy-1,5-imino-D-mannitol-3-yloxy>acetyl>-L-alanyl-D-glutamic acid dibenzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 50 percent / BF₃*Et₂O / CH₂Cl₂ / 1.5 h / -20 °C

2: 97 percent / aq. KOH / dioxane; methanol / 1 h / Ambient temperature

3: 1) NH₂-NH₂*H₂O, 2) pyridine / 1) EtOH, reflux, 21 h, 2) RT, 18 h

4: 64 percent / 1-hydroxybenzotriazole (HOBt)-hydrate, N,N'-dicyclohexylcarbodiimide (DCC), N-methylmorpholine / dimethylformamide; tetrahydrofuran / 18 h / Ambient temperature

With 4-methyl-morpholine; pyridine; potassium hydroxide; boron trifluoride diethyl etherate; benzotriazol-1-ol; hydrazine hydrate; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 144382-56-9
N-<<4-O-(2'-acetamido-3',4',6'-tri-O-acetyl-2'-deoxy-β-D-glucopyranosyl)-2-O-benzyl-N-benzyloxycarbonyl-6-O-(tert-butyldimethylsilyl)-1,3,5-trideoxy-1,5-imino-D-mannitol-3-yloxy>acetyl>-L-alanyl-D-glutamic acid dibenzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 97 percent / imidazole, 4-(dimethylamino)pyridine / dimethylformamide / 18 h / Ambient temperature

2: THF, 1) -55 deg C, 15 min., 2) -55 deg C, 0.5 h

3: 86 percent / DDQ / CH₂Cl₂; H₂O / 1.5 h / Ambient temperature

4: 50 percent / BF₃*Et₂O / CH₂Cl₂ / 1.5 h / -20 °C

5: 97 percent / aq. KOH / dioxane; methanol / 1 h / Ambient temperature

6: 1) NH₂-NH₂*H₂O, 2) pyridine / 1) EtOH, reflux, 21 h, 2) RT, 18 h

7: 64 percent / 1-hydroxybenzotriazole (HOBt)-hydrate, N,N'-dicyclohexylcarbodiimide (DCC), N-methylmorpholine / dimethylformamide; tetrahydrofuran / 18 h / Ambient temperature

With 4-methyl-morpholine; pyridine; 1H-imidazole; dmap; potassium hydroxide; boron trifluoride diethyl etherate; benzotriazol-1-ol; hydrazine hydrate; dicyclohexyl-carbodiimide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;