(S)-{2-[(4S,5S,6R)-6-(4-Benzyloxy-butyl)-2,2,5-trimethyl-[1,3]dioxan-4-ylmethyl]-[1,3]dithian-2-yl}-[(2R,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-((Z)-hex-3-enyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol

Base Information

Chemical Name:(S)-{2-[(4S,5S,6R)-6-(4-Benzyloxy-butyl)-2,2,5-trimethyl-[1,3]dioxan-4-ylmethyl]-[1,3]dithian-2-yl}-[(2R,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-((Z)-hex-3-enyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol
CAS No.:779356-74-0
Molecular Formula:C₅₀H₇₀O₇S₂
Molecular Weight:847.234
Hs Code.:

(S)-{2-[(4S,5S,6R)-6-(4-Benzyloxy-butyl)-2,2,5-trimethyl-[1,3]dioxan-4-ylmethyl]-[1,3]dithian-2-yl}-[(2R,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-((Z)-hex-3-enyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol

Synonyms:(S)-{2-[(4S,5S,6R)-6-(4-Benzyloxy-butyl)-2,2,5-trimethyl-[1,3]dioxan-4-ylmethyl]-[1,3]dithian-2-yl}-[(2R,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-((Z)-hex-3-enyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol

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Chemical Property of (S)-{2-[(4S,5S,6R)-6-(4-Benzyloxy-butyl)-2,2,5-trimethyl-[1,3]dioxan-4-ylmethyl]-[1,3]dithian-2-yl}-[(2R,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-((Z)-hex-3-enyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol

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Technology Process of (S)-{2-[(4S,5S,6R)-6-(4-Benzyloxy-butyl)-2,2,5-trimethyl-[1,3]dioxan-4-ylmethyl]-[1,3]dithian-2-yl}-[(2R,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-((Z)-hex-3-enyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol

There total 13 articles about (S)-{2-[(4S,5S,6R)-6-(4-Benzyloxy-butyl)-2,2,5-trimethyl-[1,3]dioxan-4-ylmethyl]-[1,3]dithian-2-yl}-[(2R,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-((Z)-hex-3-enyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol 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: 69.0%

: 200186-27-2
(4R,5S,6S)-4-(4-Benzyloxy-butyl)-6-[1,3]dithian-2-ylmethyl-2,2,5-trimethyl-[1,3]dioxane

: 779356-68-2
(2R,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-((Z)-hex-3-enyl)-3-methyl-tetrahydro-pyran-2-carbaldehyde

: 779356-74-0
(S)-{2-[(4S,5S,6R)-6-(4-Benzyloxy-butyl)-2,2,5-trimethyl-[1,3]dioxan-4-ylmethyl]-[1,3]dithian-2-yl}-[(2R,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-((Z)-hex-3-enyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol

Guidance literature:: (4R,5S,6S)-4-(4-Benzyloxy-butyl)-6-[1,3]dithian-2-ylmethyl-2,2,5-trimethyl-[1,3]dioxane; With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 2h;

With cerium(III) chloride; In tetrahydrofuran; hexane; at -78 ℃; for 1.5h;

(2R,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-((Z)-hex-3-enyl)-3-methyl-tetrahydro-pyran-2-carbaldehyde; With zinc(II) chloride; In tetrahydrofuran; diethyl ether; hexane; at -78 ℃; for 3h;
DOI:10.1021/ol801792k

Reference yield: 68.0%

: 200186-27-2
(4R,5S,6S)-4-(4-Benzyloxy-butyl)-6-[1,3]dithian-2-ylmethyl-2,2,5-trimethyl-[1,3]dioxane

: 779356-68-2
(2R,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-((Z)-hex-3-enyl)-3-methyl-tetrahydro-pyran-2-carbaldehyde

: 1187567-64-1
C₄₃H₆₂O₆S₂

: 1187567-63-0
C₅₀H₇₀O₇S₂

: 779356-74-0
(S)-{2-[(4S,5S,6R)-6-(4-Benzyloxy-butyl)-2,2,5-trimethyl-[1,3]dioxan-4-ylmethyl]-[1,3]dithian-2-yl}-[(2R,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-((Z)-hex-3-enyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol

Guidance literature:: (4R,5S,6S)-4-(4-Benzyloxy-butyl)-6-[1,3]dithian-2-ylmethyl-2,2,5-trimethyl-[1,3]dioxane; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - -50 ℃; for 0.666667h; Inert atmosphere;

With cerium(III) chloride; In tetrahydrofuran; hexane; at -78 ℃; for 1.5h; Inert atmosphere;

(2R,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-((Z)-hex-3-enyl)-3-methyl-tetrahydro-pyran-2-carbaldehyde; With zinc(II) chloride; In tetrahydrofuran; diethyl ether; hexane; at -78 ℃; for 3.5h; Inert atmosphere;
DOI:10.1016/j.tet.2009.04.003

Reference yield: 50.0%

: 200186-27-2
(4R,5S,6S)-4-(4-Benzyloxy-butyl)-6-[1,3]dithian-2-ylmethyl-2,2,5-trimethyl-[1,3]dioxane

: 779356-68-2
(2R,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-((Z)-hex-3-enyl)-3-methyl-tetrahydro-pyran-2-carbaldehyde

: 1187567-63-0
C₅₀H₇₀O₇S₂

: 779356-74-0
(S)-{2-[(4S,5S,6R)-6-(4-Benzyloxy-butyl)-2,2,5-trimethyl-[1,3]dioxan-4-ylmethyl]-[1,3]dithian-2-yl}-[(2R,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-((Z)-hex-3-enyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol

Guidance literature:: (4R,5S,6S)-4-(4-Benzyloxy-butyl)-6-[1,3]dithian-2-ylmethyl-2,2,5-trimethyl-[1,3]dioxane; With n-butyllithium; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -78 - -45 ℃; for 0.5h; Inert atmosphere;

With cerium(III) chloride; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -78 ℃; for 1h; Inert atmosphere;

(2R,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-((Z)-hex-3-enyl)-3-methyl-tetrahydro-pyran-2-carbaldehyde; With zinc(II) chloride; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -78 ℃; Inert atmosphere;
DOI:10.1016/j.tet.2009.04.003