3,4-di-O-benzyl-N-(di-ethoxycarbonyl)hydroxymethyl-2-C:1-N-carbonyl-2-deoxy-β-D-arabinopyranosylamine

Base Information

Chemical Name:3,4-di-O-benzyl-N-(di-ethoxycarbonyl)hydroxymethyl-2-C:1-N-carbonyl-2-deoxy-β-D-arabinopyranosylamine
CAS No.:161869-21-2
Molecular Formula:C₂₇H₃₁NO₉
Molecular Weight:513.544
Hs Code.:

Synonyms:3,4-di-O-benzyl-N-(di-ethoxycarbonyl)hydroxymethyl-2-C:1-N-carbonyl-2-deoxy-β-D-arabinopyranosylamine

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Chemical Property of 3,4-di-O-benzyl-N-(di-ethoxycarbonyl)hydroxymethyl-2-C:1-N-carbonyl-2-deoxy-β-D-arabinopyranosylamine

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Technology Process of 3,4-di-O-benzyl-N-(di-ethoxycarbonyl)hydroxymethyl-2-C:1-N-carbonyl-2-deoxy-β-D-arabinopyranosylamine

There total 1 articles about 3,4-di-O-benzyl-N-(di-ethoxycarbonyl)hydroxymethyl-2-C:1-N-carbonyl-2-deoxy-β-D-arabinopyranosylamine 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: 85.0%

: 141599-06-6
3,4-di-O-benzyl-2-C:1-N-carbonyl-2-deoxy-β-D-arabino-pyranosylamine

: 609-09-6
Diethyl ketomalonate

: 161869-21-2
3,4-di-O-benzyl-N-(di-ethoxycarbonyl)hydroxymethyl-2-C:1-N-carbonyl-2-deoxy-β-D-arabinopyranosylamine

Guidance literature:: With 3 A molecular sieve; In N,N-dimethyl-formamide; toluene; at 40 ℃; for 20h;
DOI:10.1016/0040-4020(94)00954-S

Reference yield:

: 161869-21-2
3,4-di-O-benzyl-N-(di-ethoxycarbonyl)hydroxymethyl-2-C:1-N-carbonyl-2-deoxy-β-D-arabinopyranosylamine

: 2-((1R,4R,5S,6S)-4,5-Bis-benzyloxy-7-oxo-2-oxa-8-aza-bicyclo[4.2.0]oct-8-yl)-2-chloro-malonic acid diethyl ester

Guidance literature:: With pyridine; thionyl chloride; In tetrahydrofuran; 1.) -20 deg C, 5 min; 2.) 0 deg C, 20 min;
DOI:10.1016/0040-4020(94)00954-S

Reference yield:

: 161869-21-2
3,4-di-O-benzyl-N-(di-ethoxycarbonyl)hydroxymethyl-2-C:1-N-carbonyl-2-deoxy-β-D-arabinopyranosylamine

: 3,4-di-O-benzyl-N-(di-ethoxycarbonyl)methyl-2-C:1-N-carbonyl-2-deoxy-β-D-arabinopyranosylamine

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine, SOCl₂ / tetrahydrofuran / 1.) -20 deg C, 5 min; 2.) 0 deg C, 20 min

2: Bu₃P, KH₂PO₄ / dimethylformamide; H₂O / 0.67 h

With pyridine; potassium dihydrogenphosphate; thionyl chloride; tributylphosphine; In tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1016/0040-4020(94)00954-S