methyl 2-azido-3-O-benzyl-2-deoxy-6-O-(p-tolylsulfonyl)-α-D-allopyranoside

Base Information

Chemical Name:methyl 2-azido-3-O-benzyl-2-deoxy-6-O-(p-tolylsulfonyl)-α-D-allopyranoside
CAS No.:84243-62-9
Molecular Formula:C₂₁H₂₅N₃O₇S
Molecular Weight:463.511
Hs Code.:

Synonyms:methyl 2-azido-3-O-benzyl-2-deoxy-6-O-(p-tolylsulfonyl)-α-D-allopyranoside

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Chemical Property of methyl 2-azido-3-O-benzyl-2-deoxy-6-O-(p-tolylsulfonyl)-α-D-allopyranoside

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Technology Process of methyl 2-azido-3-O-benzyl-2-deoxy-6-O-(p-tolylsulfonyl)-α-D-allopyranoside

There total 1 articles about methyl 2-azido-3-O-benzyl-2-deoxy-6-O-(p-tolylsulfonyl)-α-D-allopyranoside 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: 12.0%

: 84243-61-8
methyl 2-azido-3-O-benzyl-2-deoxy-α-D-allopyranoside

: 98-59-9
p-toluenesulfonyl chloride

: 84243-62-9
methyl 2-azido-3-O-benzyl-2-deoxy-6-O-(p-tolylsulfonyl)-α-D-allopyranoside

: methyl 2-azido-3-O-benzyl-2-deoxy-4,6-di-O-(p-tolylsulfonyl)-α-D-allopyranoside

Guidance literature:: With dmap; triethylamine; In dichloromethane; N,N-dimethyl-formamide; for 16h; Ambient temperature;
DOI:10.1016/0008-6215(82)84035-4

Reference yield: 81.0%

: 84243-62-9
methyl 2-azido-3-O-benzyl-2-deoxy-6-O-(p-tolylsulfonyl)-α-D-allopyranoside

: methyl 2-azido-3-O-benzyl-2,6-dideoxy-α-D-allopyranoside

Guidance literature:: With sodium cyanoborohydride; sodium iodide; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 70 - 80 ℃; for 20h;
DOI:10.1016/0008-6215(82)84035-4

Reference yield:

: 84243-62-9
methyl 2-azido-3-O-benzyl-2-deoxy-6-O-(p-tolylsulfonyl)-α-D-allopyranoside

: 84243-65-2
methyl 3-O-benzyl-2,6-dideoxy-α-D-glycero-hex-2-enopyranosid-4-ulose

Guidance literature:: Multi-step reaction with 2 steps

1: 81 percent / NaI, NaBH₃CN / hexamethylphosphoric acid triamide / 20 h / 70 - 80 °C

2: DMSO, (CF₃CO)2O / CH₂Cl₂ / 0.5 h / -78 °C

With sodium cyanoborohydride; dimethyl sulfoxide; trifluoroacetic anhydride; sodium iodide; In N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane;
DOI:10.1016/0008-6215(82)84035-4