(2R,3S,4R,5R,6S)-5-Amino-2-hydroxymethyl-6-((2R,3R,4S,5R,6R)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3,4-diol

Base Information

Chemical Name:(2R,3S,4R,5R,6S)-5-Amino-2-hydroxymethyl-6-((2R,3R,4S,5R,6R)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3,4-diol
CAS No.:192188-41-3
Molecular Formula:C₄₀H₄₇NO₁₀
Molecular Weight:701.814
Hs Code.:

(2R,3S,4R,5R,6S)-5-Amino-2-hydroxymethyl-6-((2R,3R,4S,5R,6R)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3,4-diol

Synonyms:(2R,3S,4R,5R,6S)-5-Amino-2-hydroxymethyl-6-((2R,3R,4S,5R,6R)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3,4-diol

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Chemical Property of (2R,3S,4R,5R,6S)-5-Amino-2-hydroxymethyl-6-((2R,3R,4S,5R,6R)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3,4-diol

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Technology Process of (2R,3S,4R,5R,6S)-5-Amino-2-hydroxymethyl-6-((2R,3R,4S,5R,6R)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3,4-diol

There total 8 articles about (2R,3S,4R,5R,6S)-5-Amino-2-hydroxymethyl-6-((2R,3R,4S,5R,6R)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3,4-diol 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:

: 192188-39-9
[(2S,3R,4R,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-2-((2R,3R,4S,5R,6R)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl]-carbamic acid 4-nitro-benzyl ester

: 192188-41-3
(2R,3S,4R,5R,6S)-5-Amino-2-hydroxymethyl-6-((2R,3R,4S,5R,6R)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3,4-diol

Guidance literature:: With sodium dithionite; In ethanol; for 0.166667h; Yield given;
DOI:10.1039/a700549k

Reference yield:

: 67831-42-9
benzyl 2,3,6-tri-O-benzyl-β-D-glucopyranoside

: 192188-41-3
(2R,3S,4R,5R,6S)-5-Amino-2-hydroxymethyl-6-((2R,3R,4S,5R,6R)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3,4-diol

Guidance literature:: Multi-step reaction with 3 steps

1: 79 percent / BF₃*Et₂O, MS 4A / CH₂Cl₂ / 2 h / -30 - 0 °C

2: NaOMe / methanol / 3.5 h

3: aq. Na₂S₂O₄ / ethanol / 0.17 h

With sodium dithionite; boron trifluoride diethyl etherate; sodium methylate; In methanol; ethanol; dichloromethane;
DOI:10.1039/a700549k

Reference yield:

: 1078691-95-8
(+)-D-glucosamine hydrochloride

: 192188-41-3
(2R,3S,4R,5R,6S)-5-Amino-2-hydroxymethyl-6-((2R,3R,4S,5R,6R)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3,4-diol

Guidance literature:: Multi-step reaction with 7 steps

1: NaOMe, Et₃N / methanol

2: pyridine / 16 h

3: BnNH₂ / tetrahydrofuran / 16 h

4: K₂CO₃ / CH₂Cl₂ / 7 h

5: 79 percent / BF₃*Et₂O, MS 4A / CH₂Cl₂ / 2 h / -30 - 0 °C

6: NaOMe / methanol / 3.5 h

7: aq. Na₂S₂O₄ / ethanol / 0.17 h

With pyridine; sodium dithionite; boron trifluoride diethyl etherate; sodium methylate; potassium carbonate; triethylamine; benzylamine; In tetrahydrofuran; methanol; ethanol; dichloromethane;
DOI:10.1039/a700549k