pent-4-enyl 2-O-(3,4-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-α-D-mannopyranosyl)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

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Chemical Name:pent-4-enyl 2-O-(3,4-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-α-D-mannopyranosyl)-3,4,6-tri-O-benzyl-α-D-mannopyranoside
CAS No.:150772-63-7
Molecular Formula:C₆₈H₇₈O₁₁Si
Molecular Weight:1099.45
Hs Code.:

Synonyms:pent-4-enyl 2-O-(3,4-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-α-D-mannopyranosyl)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

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Chemical Property of pent-4-enyl 2-O-(3,4-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-α-D-mannopyranosyl)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

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Technology Process of pent-4-enyl 2-O-(3,4-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-α-D-mannopyranosyl)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

There total 5 articles about pent-4-enyl 2-O-(3,4-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-α-D-mannopyranosyl)-3,4,6-tri-O-benzyl-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:

: 123487-56-9
pent-4-enyl 3,4,6-tri-O-benzyl-α-D-mannopyranoside

: 150772-63-7
pent-4-enyl 2-O-(3,4-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-α-D-mannopyranosyl)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / N-iodosuccinimide; Yb(OTf)3 / CH₂Cl₂ / 0 °C

2: 91 percent / NaOMe / CH₂Cl₂; methanol / 1 h / 20 °C

With N-iodo-succinimide; sodium methylate; ytterbium(III) triflate; In methanol; dichloromethane;
DOI:10.1021/ol0511981

Reference yield:

: 150772-61-5
3,4-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-β-D-mannopyranose 1,2-(pent-4-enyl orthobenzoate)

: 150772-63-7
pent-4-enyl 2-O-(3,4-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-α-D-mannopyranosyl)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / N-iodosuccinimide; Yb(OTf)3 / CH₂Cl₂ / 0 °C

2: 91 percent / NaOMe / CH₂Cl₂; methanol / 1 h / 20 °C

With N-iodo-succinimide; sodium methylate; ytterbium(III) triflate; In methanol; dichloromethane;
DOI:10.1021/ol0511981

Reference yield:

: 125392-62-3
3,4,6-tri-O-benzyl-β-D-mannopyranose 1,2-(pent-4-enyl orthobenzoate)

: 150772-63-7
pent-4-enyl 2-O-(3,4-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-α-D-mannopyranosyl)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: TsOH / CH₂Cl₂ / 60 °C

2: NaOMe

3: 89 percent / AgOTf, molecular sieves 4A / CH₂Cl₂ / 0.5 h / -30 °C

4: 93 percent / NaOMe

With 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; toluene-4-sulfonic acid; In dichloromethane;
DOI:10.1021/ja00070a048