Acetic acid (4aS,6R,7R,8S,8aR)-6-((2R,3R,4R,5R,6R)-3-acetoxy-5-azido-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-8-benzyloxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

Base Information

Chemical Name:Acetic acid (4aS,6R,7R,8S,8aR)-6-((2R,3R,4R,5R,6R)-3-acetoxy-5-azido-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-8-benzyloxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester
CAS No.:200274-25-5
Molecular Formula:C₃₄H₄₃N₃O₁₂
Molecular Weight:685.728
Hs Code.:

Acetic acid (4aS,6R,7R,8S,8aR)-6-((2R,3R,4R,5R,6R)-3-acetoxy-5-azido-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-8-benzyloxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

Synonyms:Acetic acid (4aS,6R,7R,8S,8aR)-6-((2R,3R,4R,5R,6R)-3-acetoxy-5-azido-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-8-benzyloxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

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Chemical Property of Acetic acid (4aS,6R,7R,8S,8aR)-6-((2R,3R,4R,5R,6R)-3-acetoxy-5-azido-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-8-benzyloxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

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Technology Process of Acetic acid (4aS,6R,7R,8S,8aR)-6-((2R,3R,4R,5R,6R)-3-acetoxy-5-azido-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-8-benzyloxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

There total 1 articles about Acetic acid (4aS,6R,7R,8S,8aR)-6-((2R,3R,4R,5R,6R)-3-acetoxy-5-azido-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-8-benzyloxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl 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: 99.0%

: 109914-58-1
methyl 4-O-acetyl-2-azido-6-O-benzyl-2-deoxy-β-D-galactopyranoside

: Acetic acid (4aS,6S,7R,8S,8aR)-8-benzyloxy-2,2-dimethyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

: 200274-25-5
Acetic acid (4aS,6R,7R,8S,8aR)-6-((2R,3R,4R,5R,6R)-3-acetoxy-5-azido-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-8-benzyloxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; for 0.25h;
DOI:10.1016/S0960-894X(97)10082-8

Reference yield: 100.0%

: 200274-25-5
Acetic acid (4aS,6R,7R,8S,8aR)-6-((2R,3R,4R,5R,6R)-3-acetoxy-5-azido-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-8-benzyloxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

: Acetic acid (2R,3R,4R,5R,6R)-4-((2R,3R,4S,5R,6S)-3-acetoxy-4-benzyloxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-5-azido-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl ester

Guidance literature:: In acetic acid; at 80 ℃; for 2h;
DOI:10.1016/S0960-894X(97)10082-8

Reference yield:

: 200274-25-5
Acetic acid (4aS,6R,7R,8S,8aR)-6-((2R,3R,4R,5R,6R)-3-acetoxy-5-azido-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-8-benzyloxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

: C₆₄H₇₈N₆O₂₃

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / aq. acetic acid / 2 h / 80 °C

2: 96 percent / DMAP, Et₃N / CH₂Cl₂

3: 51 percent / TBDMSOTf / acetonitrile; CH₂Cl₂ / 0.17 h / -50 °C

4: 83 percent / TBAF / tetrahydrofuran / 2 h / 0 °C

With dmap; t-butyldimethylsiyl triflate; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; dichloromethane; acetic acid; acetonitrile;
DOI:10.1016/S0960-894X(97)10082-8