phenyl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-1-thio-α-D-mannopyranoside

Base Information

Chemical Name:phenyl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-1-thio-α-D-mannopyranoside
CAS No.:262605-69-6
Molecular Formula:C₅₂H₄₈O₅S
Molecular Weight:785.016
Hs Code.:

Synonyms:phenyl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-1-thio-α-D-mannopyranoside

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Chemical Property of phenyl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-1-thio-α-D-mannopyranoside

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Technology Process of phenyl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-1-thio-α-D-mannopyranoside

There total 5 articles about phenyl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-1-thio-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:

: 100-39-0
benzyl bromide

: 262605-68-5
phenyl 6-O-triphenylmethyl-1-thio-α-D-mannopyranoside

: 262605-69-6
phenyl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-1-thio-α-D-mannopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 3h;
DOI:10.1016/S0040-4020(99)01053-4

Reference yield:

: 13992-16-0,23661-28-1,24404-53-3,28512-68-7,65236-85-3,86782-39-0,121524-01-4,121570-34-1,108032-93-5
phenyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-mannopyranoside

: 262605-69-6
phenyl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium; methanol / Inert atmosphere

2.1: pyridine; dmap / 16 h / 50 °C / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 °C / Inert atmosphere

3.2: 24 h / 0 - 20 °C / Inert atmosphere

With pyridine; methanol; dmap; sodium; sodium hydride; In N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/acs.orglett.9b00967

Reference yield:

: 83-87-4,604-68-2,604-69-3,2152-77-4,4026-35-1,4163-59-1,4163-60-4,4163-61-5,4163-65-9,4257-94-7,4257-96-9,16299-15-3,19186-39-1,19189-55-0,25878-60-8,25941-03-1,32445-48-0,32445-49-1,32445-53-7,32445-54-8,34685-58-0,34685-59-1,43168-42-9,43168-44-1,43169-22-8,43169-25-1,66966-07-2,70749-17-6,80184-01-6,93221-01-3,93221-02-4,99630-88-3,109215-53-4,115792-70-6,115792-73-9,139894-92-1,139973-25-4,144071-49-8,147648-81-5
D-Mannose pentaacetate

: 262605-69-6
phenyl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: boron trifluoride diethyl etherate / dichloromethane / 48 h / 0 - 20 °C / Inert atmosphere

2.1: sodium; methanol / Inert atmosphere

3.1: pyridine; dmap / 16 h / 50 °C / Inert atmosphere

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 °C / Inert atmosphere

4.2: 24 h / 0 - 20 °C / Inert atmosphere

With pyridine; methanol; dmap; boron trifluoride diethyl etherate; sodium; sodium hydride; In dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/acs.orglett.9b00967