methyl 2,3,4-tri-O-benzyl-8-O-tert-butyldiphenylsilyl-6-deoxy-6-vinyl-α-D-manno-L-erythro-octoside

Base Information

Chemical Name:methyl 2,3,4-tri-O-benzyl-8-O-tert-butyldiphenylsilyl-6-deoxy-6-vinyl-α-D-manno-L-erythro-octoside
CAS No.:383862-65-5
Molecular Formula:C₄₈H₅₆O₇Si
Molecular Weight:773.054
Hs Code.:

Synonyms:methyl 2,3,4-tri-O-benzyl-8-O-tert-butyldiphenylsilyl-6-deoxy-6-vinyl-α-D-manno-L-erythro-octoside

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Chemical Property of methyl 2,3,4-tri-O-benzyl-8-O-tert-butyldiphenylsilyl-6-deoxy-6-vinyl-α-D-manno-L-erythro-octoside

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Technology Process of methyl 2,3,4-tri-O-benzyl-8-O-tert-butyldiphenylsilyl-6-deoxy-6-vinyl-α-D-manno-L-erythro-octoside

There total 1 articles about methyl 2,3,4-tri-O-benzyl-8-O-tert-butyldiphenylsilyl-6-deoxy-6-vinyl-α-D-manno-L-erythro-octoside 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: 49.0%

: 115869-43-7
(tert-butyldiphenylsilanyloxy)acetaldehyde

: methyl 2,3,4-tri-O-benzyl-6,7,8-trideoxy-8-tributylstannyl-oct-6-eno-α-D-manno-1,5-pyranoside

: 383862-65-5
methyl 2,3,4-tri-O-benzyl-8-O-tert-butyldiphenylsilyl-6-deoxy-6-vinyl-α-D-manno-L-erythro-octoside

: 383862-64-4
methyl 2,3,4-tri-O-benzyl-8-O-tert-butyldiphenylsilyl-6-deoxy-6-vinyl-α-D-manno-D-erythro-octoside

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 0.5h;
DOI:10.1016/S0957-4166(01)00331-7

Reference yield:

: 383862-65-5
methyl 2,3,4-tri-O-benzyl-8-O-tert-butyldiphenylsilyl-6-deoxy-6-vinyl-α-D-manno-L-erythro-octoside

: (R)-2-((2R,3R,4S,5S,6S)-3,4,5-Tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-but-3-enal

Guidance literature:: Multi-step reaction with 2 steps

1: HF*pyridine / methanol

2: sodium periodate / diethyl ether; H₂O / 0.5 h / 20 °C

With sodium periodate; pyridine hydrogenfluoride; In methanol; diethyl ether; water;
DOI:10.1016/S0957-4166(01)00331-7

Reference yield:

: 383862-65-5
methyl 2,3,4-tri-O-benzyl-8-O-tert-butyldiphenylsilyl-6-deoxy-6-vinyl-α-D-manno-L-erythro-octoside

: 383862-76-8
methyl 2,3,4-tri-O-benzyl-6-deoxy-6-vinyl-α-D-manno-L-glycero-heptoside

Guidance literature:: Multi-step reaction with 3 steps

1: HF*pyridine / methanol

2: sodium periodate / diethyl ether; H₂O / 0.5 h / 20 °C

3: sodium borohydride / tetrahydrofuran; methanol / 3 h

With sodium tetrahydroborate; sodium periodate; pyridine hydrogenfluoride; In tetrahydrofuran; methanol; diethyl ether; water;
DOI:10.1016/S0957-4166(01)00331-7