N-(3-amino-2,4-di-O-benzyl-1,3-dideoxy-D-threitol-1-yl)-N'-(methyl 2,3,6-tri-O-benzyl-4-deoxy-β-D-glucopyranosid-4-yl)thiourea

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Chemical Name:N-(3-amino-2,4-di-O-benzyl-1,3-dideoxy-D-threitol-1-yl)-N'-(methyl 2,3,6-tri-O-benzyl-4-deoxy-β-D-glucopyranosid-4-yl)thiourea
CAS No.:173725-40-1
Molecular Formula:C₄₇H₅₅N₃O₇S
Molecular Weight:806.036
Hs Code.:

Synonyms:N-(3-amino-2,4-di-O-benzyl-1,3-dideoxy-D-threitol-1-yl)-N'-(methyl 2,3,6-tri-O-benzyl-4-deoxy-β-D-glucopyranosid-4-yl)thiourea

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Chemical Property of N-(3-amino-2,4-di-O-benzyl-1,3-dideoxy-D-threitol-1-yl)-N'-(methyl 2,3,6-tri-O-benzyl-4-deoxy-β-D-glucopyranosid-4-yl)thiourea

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Technology Process of N-(3-amino-2,4-di-O-benzyl-1,3-dideoxy-D-threitol-1-yl)-N'-(methyl 2,3,6-tri-O-benzyl-4-deoxy-β-D-glucopyranosid-4-yl)thiourea

There total 5 articles about N-(3-amino-2,4-di-O-benzyl-1,3-dideoxy-D-threitol-1-yl)-N'-(methyl 2,3,6-tri-O-benzyl-4-deoxy-β-D-glucopyranosid-4-yl)thiourea 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%

: 163211-53-8
1,3-Diamino-2,4-di-O-benzyl-1,3-didesoxy-D-threitol

: 173725-38-7
methyl 2,3,6-tri-O-benzyl-4-deoxy-4-isothiocyanato-β-D-glucopyranoside

: 173725-40-1
N-(3-amino-2,4-di-O-benzyl-1,3-dideoxy-D-threitol-1-yl)-N'-(methyl 2,3,6-tri-O-benzyl-4-deoxy-β-D-glucopyranosid-4-yl)thiourea

Guidance literature:: In dichloromethane; at 0 ℃; for 0.75h;
DOI:10.1016/0008-6215(95)00170-4

Reference yield:

: 51842-16-1
methyl 2,3,6-tri-O-benzyl-β-D-galactopyranoside

: 173725-40-1
N-(3-amino-2,4-di-O-benzyl-1,3-dideoxy-D-threitol-1-yl)-N'-(methyl 2,3,6-tri-O-benzyl-4-deoxy-β-D-glucopyranosid-4-yl)thiourea

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / pyridine / 72 h / Ambient temperature

2: 92 percent / NaN₃ / dimethylformamide / 24 h / 120 °C

3: 50 percent / aq. NaBH₄ / ethanol / 72 h / 70 °C

4: 100 percent / dicyclohexylcarbodiimide (DCC), pyridine / 0.5 h / 0 °C

5: 64 percent / CH₂Cl₂ / 0.75 h / 0 °C

With pyridine; sodium tetrahydroborate; sodium azide; dicyclohexyl-carbodiimide; In ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(95)00170-4

Reference yield:

: 173725-37-6
methyl 4-amino-2,3,6-tri-O-benzyl-4-deoxy-β-D-glucopyranoside

: 173725-40-1
N-(3-amino-2,4-di-O-benzyl-1,3-dideoxy-D-threitol-1-yl)-N'-(methyl 2,3,6-tri-O-benzyl-4-deoxy-β-D-glucopyranosid-4-yl)thiourea

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / dicyclohexylcarbodiimide (DCC), pyridine / 0.5 h / 0 °C

2: 64 percent / CH₂Cl₂ / 0.75 h / 0 °C

With pyridine; dicyclohexyl-carbodiimide; In dichloromethane;
DOI:10.1016/0008-6215(95)00170-4