(4aR,6S,7R,8S,8aS)-6-[(2R,3R,4S,5R,6R)-6-(2-Azido-ethoxy)-4,5-bis-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy]-7,8-bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Base Information

Chemical Name:(4aR,6S,7R,8S,8aS)-6-[(2R,3R,4S,5R,6R)-6-(2-Azido-ethoxy)-4,5-bis-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy]-7,8-bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine
CAS No.:914772-35-3
Molecular Formula:C₅₆H₅₉N₃O₁₁
Molecular Weight:950.098
Hs Code.:

(4aR,6S,7R,8S,8aS)-6-[(2R,3R,4S,5R,6R)-6-(2-Azido-ethoxy)-4,5-bis-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy]-7,8-bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Synonyms:(4aR,6S,7R,8S,8aS)-6-[(2R,3R,4S,5R,6R)-6-(2-Azido-ethoxy)-4,5-bis-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy]-7,8-bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

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Chemical Property of (4aR,6S,7R,8S,8aS)-6-[(2R,3R,4S,5R,6R)-6-(2-Azido-ethoxy)-4,5-bis-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy]-7,8-bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

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Technology Process of (4aR,6S,7R,8S,8aS)-6-[(2R,3R,4S,5R,6R)-6-(2-Azido-ethoxy)-4,5-bis-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy]-7,8-bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

There total 6 articles about (4aR,6S,7R,8S,8aS)-6-[(2R,3R,4S,5R,6R)-6-(2-Azido-ethoxy)-4,5-bis-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy]-7,8-bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine 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:

: 2-azidoethyl (4,6-O-benzylidene-β-D-galactopyranosyl)-(1→4)-β-D-glucopyranoside

: 100-39-0
benzyl bromide

: 914772-35-3
(4aR,6S,7R,8S,8aS)-6-[(2R,3R,4S,5R,6R)-6-(2-Azido-ethoxy)-4,5-bis-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy]-7,8-bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; for 4h;
DOI:10.1023/B:RUBI.0000015775.24385.a0

Reference yield:

: 230286-11-0
2-azidoethyl β-D-galactopyranosyl-(1->4)-β-D-glucopyranoside

: 914772-35-3
(4aR,6S,7R,8S,8aS)-6-[(2R,3R,4S,5R,6R)-6-(2-Azido-ethoxy)-4,5-bis-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy]-7,8-bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: Multi-step reaction with 2 steps

1: CSA / tetrahydrofuran / 3 h / Heating

2: NaH / dimethylformamide / 20 °C

With camphor-10-sulfonic acid; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2006.08.008

Reference yield:

: 230286-10-9
2-azidoethyl 2,3,4,6-tetra-O-acetyl-β-lactopyranoside

: 914772-35-3
(4aR,6S,7R,8S,8aS)-6-[(2R,3R,4S,5R,6R)-6-(2-Azido-ethoxy)-4,5-bis-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy]-7,8-bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: Multi-step reaction with 3 steps

1: NaOMe; IR resin (H+) / methanol

2: CSA / tetrahydrofuran / 3 h / Heating

3: NaH / dimethylformamide / 20 °C

With IR resin (H+); camphor-10-sulfonic acid; sodium methylate; sodium hydride; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2006.08.008