methyl 2,3,4-tri-O-benzyl-6-deoxy-7-O-methanesulfonyl-α-D-mannoheptopyranoside

Base Information

Chemical Name:methyl 2,3,4-tri-O-benzyl-6-deoxy-7-O-methanesulfonyl-α-D-mannoheptopyranoside
CAS No.:540500-99-0
Molecular Formula:C₃₀H₃₆O₈S
Molecular Weight:556.677
Hs Code.:

Synonyms:methyl 2,3,4-tri-O-benzyl-6-deoxy-7-O-methanesulfonyl-α-D-mannoheptopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl 2,3,4-tri-O-benzyl-6-deoxy-7-O-methanesulfonyl-α-D-mannoheptopyranoside

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Technology Process of methyl 2,3,4-tri-O-benzyl-6-deoxy-7-O-methanesulfonyl-α-D-mannoheptopyranoside

There total 5 articles about methyl 2,3,4-tri-O-benzyl-6-deoxy-7-O-methanesulfonyl-α-D-mannoheptopyranoside 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: 95.0%

: 68027-31-6,133918-92-0,40653-18-7
2-((2R,3R,4S,5S,6S)-3,4,5-tris(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)ethanol

: 124-63-0
methanesulfonyl chloride

: 540500-99-0
methyl 2,3,4-tri-O-benzyl-6-deoxy-7-O-methanesulfonyl-α-D-mannoheptopyranoside

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 0.25h;
DOI:10.1080/10426500214297

Reference yield:

: 40653-17-6
methyl 2,3,4-tri-O-benzyl-6-deoxy-6-C-formyl-α-D-mannopyranoside

: 540500-99-0
methyl 2,3,4-tri-O-benzyl-6-deoxy-7-O-methanesulfonyl-α-D-mannoheptopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 278 mg / aq. NaBH₄ / ethanol / 0.08 h / 20 °C

2: 95 percent / DIEA / CH₂Cl₂ / 0.25 h / 20 °C

With sodium tetrahydroborate; N-ethyl-N,N-diisopropylamine; In ethanol; dichloromethane;
DOI:10.1080/10426500214297

Reference yield:

: 34212-64-1,641635-63-4
methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside

: 540500-99-0
methyl 2,3,4-tri-O-benzyl-6-deoxy-7-O-methanesulfonyl-α-D-mannoheptopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: 85 percent / 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 0.5 h / -40 °C

2.1: n-BuLi; HMPA / tetrahydrofuran; hexane / 0.08 h / -78 °C

2.2: 85 percent / tetrahydrofuran; hexane / 0.17 h / -78 °C

3.1: aq. ceric ammonium nitrate / acetonitrile / 0.25 h / 20 °C

4.1: 278 mg / aq. NaBH₄ / ethanol / 0.08 h / 20 °C

5.1: 95 percent / DIEA / CH₂Cl₂ / 0.25 h / 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; n-butyllithium; 2,6-di-tert-butyl-4-methylpyridine; ammonium cerium(IV) nitrate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; hexane; dichloromethane; acetonitrile;
DOI:10.1080/10426500214297