(2S,3S,4S,5R,6S)-5-Allyl-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-carbaldehyde

Base Information

Chemical Name:(2S,3S,4S,5R,6S)-5-Allyl-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-carbaldehyde
CAS No.:1054618-85-7
Molecular Formula:C₃₁H₃₄O₆
Molecular Weight:502.607
Hs Code.:

Synonyms:(2S,3S,4S,5R,6S)-5-Allyl-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-carbaldehyde

Suppliers and Price of (2S,3S,4S,5R,6S)-5-Allyl-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-carbaldehyde

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Chemical Property of (2S,3S,4S,5R,6S)-5-Allyl-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-carbaldehyde

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Technology Process of (2S,3S,4S,5R,6S)-5-Allyl-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-carbaldehyde

There total 4 articles about (2S,3S,4S,5R,6S)-5-Allyl-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-carbaldehyde 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: 80.0%

: 304672-07-9
((2R,3R,4S,5R,6S)-5-Allyl-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-methanol

: 1054618-85-7
(2S,3S,4S,5R,6S)-5-Allyl-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-carbaldehyde

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 ℃;
DOI:10.3987/com-00-8987

Reference yield:

: 100-39-0
benzyl bromide

: 1054618-85-7
(2S,3S,4S,5R,6S)-5-Allyl-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-carbaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / NaH / dimethylformamide / 20 °C

2: 95 percent / LiAlH₄; AlCl₃ / diethyl ether; CH₂Cl₂ / 0.25 h

3: 80 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 °C

With lithium aluminium tetrahydride; aluminium trichloride; oxalyl dichloride; sodium hydride; dimethyl sulfoxide; triethylamine; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.3987/com-00-8987

Reference yield:

: 304671-79-2
(2R,4aR,6S,7R,8S,8aR)-7-Allyl-8-benzyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

: 1054618-85-7
(2S,3S,4S,5R,6S)-5-Allyl-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-carbaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / NaH / dimethylformamide / 20 °C

2: 95 percent / LiAlH₄; AlCl₃ / diethyl ether; CH₂Cl₂ / 0.25 h

3: 80 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 °C

With lithium aluminium tetrahydride; aluminium trichloride; oxalyl dichloride; sodium hydride; dimethyl sulfoxide; triethylamine; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.3987/com-00-8987