(3R,4R,5S)-4-Benzyloxy-3-methyl-5-((2R,3R,4S,4aS,5S,6S,8aS)-4,5,6-tris-benzyloxy-3-methoxymethoxymethyl-6-methyl-hexahydro-pyrano[2,3-b]pyran-2-yl)-hex-1-en-3-ol

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Chemical Name:(3R,4R,5S)-4-Benzyloxy-3-methyl-5-((2R,3R,4S,4aS,5S,6S,8aS)-4,5,6-tris-benzyloxy-3-methoxymethoxymethyl-6-methyl-hexahydro-pyrano[2,3-b]pyran-2-yl)-hex-1-en-3-ol
CAS No.:128041-93-0
Molecular Formula:C₄₇H₅₈O₉
Molecular Weight:766.972
Hs Code.:

(3R,4R,5S)-4-Benzyloxy-3-methyl-5-((2R,3R,4S,4aS,5S,6S,8aS)-4,5,6-tris-benzyloxy-3-methoxymethoxymethyl-6-methyl-hexahydro-pyrano[2,3-b]pyran-2-yl)-hex-1-en-3-ol

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Chemical Property of (3R,4R,5S)-4-Benzyloxy-3-methyl-5-((2R,3R,4S,4aS,5S,6S,8aS)-4,5,6-tris-benzyloxy-3-methoxymethoxymethyl-6-methyl-hexahydro-pyrano[2,3-b]pyran-2-yl)-hex-1-en-3-ol

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Technology Process of (3R,4R,5S)-4-Benzyloxy-3-methyl-5-((2R,3R,4S,4aS,5S,6S,8aS)-4,5,6-tris-benzyloxy-3-methoxymethoxymethyl-6-methyl-hexahydro-pyrano[2,3-b]pyran-2-yl)-hex-1-en-3-ol

There total 18 articles about (3R,4R,5S)-4-Benzyloxy-3-methyl-5-((2R,3R,4S,4aS,5S,6S,8aS)-4,5,6-tris-benzyloxy-3-methoxymethoxymethyl-6-methyl-hexahydro-pyrano[2,3-b]pyran-2-yl)-hex-1-en-3-ol 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: 72.0%

: 1826-67-1
vinyl magnesium bromide

: 128041-92-9
2,3,5,9-tetra-O-benzyl-4,6,8,11-tetradeoxy-4-C-(1'-formyl)-(1'S)-6-C-(1-methoxymethoxymethyl)-2,8-di-C-methyl-L-galacto-L-altro-10-ulo-1',1-bipyranoside-decitol

: 128041-93-0
(3R,4R,5S)-4-Benzyloxy-3-methyl-5-((2R,3R,4S,4aS,5S,6S,8aS)-4,5,6-tris-benzyloxy-3-methoxymethoxymethyl-6-methyl-hexahydro-pyrano[2,3-b]pyran-2-yl)-hex-1-en-3-ol

Guidance literature:: In tetrahydrofuran; at -78 ℃;

Reference yield:

: 128041-98-5
((2S,3R,4S,4aS,5S,6S,8aS)-4,5,6-Tris-benzyloxy-3-methoxymethoxymethyl-6-methyl-hexahydro-pyrano[2,3-b]pyran-2-yl)-methanol

: 128041-93-0
(3R,4R,5S)-4-Benzyloxy-3-methyl-5-((2R,3R,4S,4aS,5S,6S,8aS)-4,5,6-tris-benzyloxy-3-methoxymethoxymethyl-6-methyl-hexahydro-pyrano[2,3-b]pyran-2-yl)-hex-1-en-3-ol

Guidance literature:: Multi-step reaction with 8 steps

1: 1) DMSO, oxalylchloride, 2) Et₃N / 1) CH₂Cl₂, -78 deg C, 20 min, 2) -78 deg C -> deg C

2: 2) DMSO, oxalylchloride, 3) Et₃N

3: 82 percent / tetrahydrofuran / Ambient temperature

4: 70 percent / 9-borabicyclo<3.3.1>nonane / tetrahydrofuran / 1 h / Ambient temperature

5: 87 percent / pyridinium chlorochromate, Celite, NaOAc, Florisil / CH₂Cl₂ / 1 h / Ambient temperature

6: 2) NaH, tetrabutylammonium iodide / 1) THF, -90 -> 0 deg C, 2) DMF, 0 deg C, 20 min, 3) 0 deg C -> r.t., 1h

7: 80 percent / 1) O₃, 2) Me₂S / CH₂Cl₂

8: 72 percent / tetrahydrofuran / -78 °C

With florisil; 9-borabicyclo[3.3.1]nonane dimer; dimethylsulfide; Chloro-oxo-acetic acid; Celite; sodium acetate; tetra-(n-butyl)ammonium iodide; sodium hydride; ozone; dimethyl sulfoxide; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;

Reference yield:

: 128042-00-2
2,3,5-tri-O-benzyl-4,6,9-trideoxy-4-C-(1'-formyl)-(1'S)-6-C-(1-methoxymethoxymethyl)-2-C-methyl-8-ulo-D-talo-L-threo-1,1':1',7-bipyranoside-nonitol

: 128041-93-0
(3R,4R,5S)-4-Benzyloxy-3-methyl-5-((2R,3R,4S,4aS,5S,6S,8aS)-4,5,6-tris-benzyloxy-3-methoxymethoxymethyl-6-methyl-hexahydro-pyrano[2,3-b]pyran-2-yl)-hex-1-en-3-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 82 percent / tetrahydrofuran / Ambient temperature

2: 70 percent / 9-borabicyclo<3.3.1>nonane / tetrahydrofuran / 1 h / Ambient temperature

3: 87 percent / pyridinium chlorochromate, Celite, NaOAc, Florisil / CH₂Cl₂ / 1 h / Ambient temperature

4: 2) NaH, tetrabutylammonium iodide / 1) THF, -90 -> 0 deg C, 2) DMF, 0 deg C, 20 min, 3) 0 deg C -> r.t., 1h

5: 80 percent / 1) O₃, 2) Me₂S / CH₂Cl₂

6: 72 percent / tetrahydrofuran / -78 °C

With florisil; 9-borabicyclo[3.3.1]nonane dimer; dimethylsulfide; Celite; sodium acetate; tetra-(n-butyl)ammonium iodide; sodium hydride; ozone; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;