methyl 6-N-[2,3,4,6-tetra-O-benzyl-5a-carba-α-D-lyxo-hex-5(5a)-enopyranosyl]-6-amino-2,3,4-tri-O-benzyl-6-deoxy-6-N-(2-nitrobenzenesulfonyl)-α-D-mannopyranoside

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Chemical Name:methyl 6-N-[2,3,4,6-tetra-O-benzyl-5a-carba-α-D-lyxo-hex-5(5a)-enopyranosyl]-6-amino-2,3,4-tri-O-benzyl-6-deoxy-6-N-(2-nitrobenzenesulfonyl)-α-D-mannopyranoside
CAS No.:1307860-17-8
Molecular Formula:C₆₉H₇₀N₂O₁₃S
Molecular Weight:1167.39
Hs Code.:

methyl 6-N-[2,3,4,6-tetra-O-benzyl-5a-carba-α-D-lyxo-hex-5(5a)-enopyranosyl]-6-amino-2,3,4-tri-O-benzyl-6-deoxy-6-N-(2-nitrobenzenesulfonyl)-α-D-mannopyranoside

Synonyms:methyl 6-N-[2,3,4,6-tetra-O-benzyl-5a-carba-α-D-lyxo-hex-5(5a)-enopyranosyl]-6-amino-2,3,4-tri-O-benzyl-6-deoxy-6-N-(2-nitrobenzenesulfonyl)-α-D-mannopyranoside

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Chemical Property of methyl 6-N-[2,3,4,6-tetra-O-benzyl-5a-carba-α-D-lyxo-hex-5(5a)-enopyranosyl]-6-amino-2,3,4-tri-O-benzyl-6-deoxy-6-N-(2-nitrobenzenesulfonyl)-α-D-mannopyranoside

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Technology Process of methyl 6-N-[2,3,4,6-tetra-O-benzyl-5a-carba-α-D-lyxo-hex-5(5a)-enopyranosyl]-6-amino-2,3,4-tri-O-benzyl-6-deoxy-6-N-(2-nitrobenzenesulfonyl)-α-D-mannopyranoside

There total 2 articles about methyl 6-N-[2,3,4,6-tetra-O-benzyl-5a-carba-α-D-lyxo-hex-5(5a)-enopyranosyl]-6-amino-2,3,4-tri-O-benzyl-6-deoxy-6-N-(2-nitrobenzenesulfonyl)-α-D-mannopyranoside 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:

: 1307860-08-7
(1R,4R,5S,6R)-4,5,6-tris(benzyloxy)-3-[(benzyloxy)methyl]cyclohex-2-enol

: 1307860-15-6
methyl 6-amino-2,3,4-tri-O-benzyl-6-deoxy-6-N-(2-nitrobenzenesulfonyl)-α-D-mannopyranoside

: 1307860-17-8
methyl 6-N-[2,3,4,6-tetra-O-benzyl-5a-carba-α-D-lyxo-hex-5(5a)-enopyranosyl]-6-amino-2,3,4-tri-O-benzyl-6-deoxy-6-N-(2-nitrobenzenesulfonyl)-α-D-mannopyranoside

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In toluene; at 0 - 20 ℃; for 5.5h; Inert atmosphere;
DOI:10.1016/j.tetasy.2011.02.013

Reference yield:

: (3R,4S,5R,6RS)-1,3,4,5-tetra-O-benzyl-1,3,4,5,6-pentahydroxy-2-methylene-oct-7-ene

: 1307860-17-8
methyl 6-N-[2,3,4,6-tetra-O-benzyl-5a-carba-α-D-lyxo-hex-5(5a)-enopyranosyl]-6-amino-2,3,4-tri-O-benzyl-6-deoxy-6-N-(2-nitrobenzenesulfonyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: Hoveyda-Grubbs catalyst second generation / toluene / 6.75 h / 60 °C / Inert atmosphere

1.2: 16 h / 20 °C / Inert atmosphere

2.1: di-isopropyl azodicarboxylate; triphenylphosphine / toluene / 5.5 h / 0 - 20 °C / Inert atmosphere

With Hoveyda-Grubbs catalyst second generation; di-isopropyl azodicarboxylate; triphenylphosphine; In toluene; 2.1: Mitsunobu reaction;
DOI:10.1016/j.tetasy.2011.02.013