[(4aR,6S,7R,8R,8aS)-6-Allyloxy-8-hydroxy-2-(4-nitro-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Base Information

• Chemical Name: [(4aR,6S,7R,8R,8aS)-6-Allyloxy-8-hydroxy-2-(4-nitro-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-carbamic acid 9H-fluoren-9-ylmethyl ester
• CAS No.: 400843-90-5
• Molecular Formula: C₃₁H₃₀N₂O₉
• Molecular Weight: 574.587
• Mol file: 400843-90-5.mol

Synonyms:[(4aR,6S,7R,8R,8aS)-6-Allyloxy-8-hydroxy-2-(4-nitro-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Chemical Property of [(4aR,6S,7R,8R,8aS)-6-Allyloxy-8-hydroxy-2-(4-nitro-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(4aR,6S,7R,8R,8aS)-6-Allyloxy-8-hydroxy-2-(4-nitro-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-carbamic acid 9H-fluoren-9-ylmethyl ester

There total 1 articles about [(4aR,6S,7R,8R,8aS)-6-Allyloxy-8-hydroxy-2-(4-nitro-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-carbamic acid 9H-fluoren-9-ylmethyl 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: 96.0%

4-nitrobenzaldehdye (555-16-8) + ((2S,3R,4R,5S,6R)-2-Allyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-carbamic acid 9H-fluoren-9-ylmethyl ester → [(4aR,6S,7R,8R,8aS)-6-Allyloxy-8-hydroxy-2-(4-nitro-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-carbamic acid 9H-fluoren-9-ylmethyl ester (400843-90-5)

Guidance literature:

With triethylsilane; Hexamethyldisiloxane; trimethylsilyl trifluoromethanesulfonate; In tetrahydrofuran;

DOI:10.1055/s-2001-18109

Reference yield:

[(4aR,6S,7R,8R,8aS)-6-Allyloxy-8-hydroxy-2-(4-nitro-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-carbamic acid 9H-fluoren-9-ylmethyl ester (400843-90-5) → [(4aR,6S,7R,8R,8aS)-6-Allyloxy-2-(4-amino-phenyl)-8-(4-methoxy-benzyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: Sn(OTf)2 / tetrahydrofuran

2: Zn-Cu; acetylacetone / tetrahydrofuran

With tin(II) trifluoromethanesulfonate; copper; acetylacetone; zinc; In tetrahydrofuran;

DOI:10.1055/s-2001-18109

Reference yield:

[(4aR,6S,7R,8R,8aS)-6-Allyloxy-8-hydroxy-2-(4-nitro-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-carbamic acid 9H-fluoren-9-ylmethyl ester (400843-90-5) → [(4aR,6S,7R,8R,8aS)-6-Allyloxy-2-(4-azido-phenyl)-8-(4-methoxy-benzyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-carbamic acid 9H-fluoren-9-ylmethyl ester (400843-94-9)

Guidance literature:

Multi-step reaction with 3 steps

1: Sn(OTf)2 / tetrahydrofuran

2: Zn-Cu; acetylacetone / tetrahydrofuran

3: NaNO₂; aq. HCl; NaN₃ / tetrahydrofuran

With hydrogenchloride; tin(II) trifluoromethanesulfonate; sodium azide; copper; acetylacetone; zinc; sodium nitrite; In tetrahydrofuran;

DOI:10.1055/s-2001-18109

upstream raw materials:

4-nitrobenzaldehdye

Downstream raw materials:

[(4aR,6S,7R,8R,8aS)-6-Allyloxy-2-(4-azido-phenyl)-8-(4-methoxy-benzyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-carbamic acid 9H-fluoren-9-ylmethyl ester

[(2S,3R,4R,5S,6R)-2-Allyloxy-5-(4-azido-benzyloxy)-6-hydroxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl]-carbamic acid 9H-fluoren-9-ylmethyl ester

4-{4-[(2R,3S,4R,5R,6S)-6-Allyloxy-5-(9H-fluoren-9-ylmethoxycarbonylamino)-2-hydroxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yloxymethyl]-phenylcarbamoyl}-butyric acid

3-(4-{4-[6-allyloxy-5-(9H-fluoren-9-ylmethoxycarbonylamino)-2-hydroxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yloxymethyl]-phenylcarbamoyl}-butyrylamino)-propionic acid 4-(5-ethyl-2,4,6-trioxo-hexahydro-pyrimidin-5-ylmethyl)-benzyl ester