(2R,2'S,2''R,3S,4S,6'S,6''S)-3-O-benzyl-1-O,2-O-(6,6'-dimethyl-3,3',4,4',5,5',6,6'-octahydro-2,2'-diyl)-adonitol

Base Information

• Chemical Name: (2R,2'S,2''R,3S,4S,6'S,6''S)-3-O-benzyl-1-O,2-O-(6,6'-dimethyl-3,3',4,4',5,5',6,6'-octahydro-2,2'-diyl)-adonitol
• CAS No.: 173397-77-8
• Molecular Formula: C₂₄H₃₆O₇
• Molecular Weight: 436.546

Synonyms:(2R,2'S,2''R,3S,4S,6'S,6''S)-3-O-benzyl-1-O,2-O-(6,6'-dimethyl-3,3',4,4',5,5',6,6'-octahydro-2,2'-diyl)-adonitol

Chemical Property of (2R,2'S,2''R,3S,4S,6'S,6''S)-3-O-benzyl-1-O,2-O-(6,6'-dimethyl-3,3',4,4',5,5',6,6'-octahydro-2,2'-diyl)-adonitol

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Technology Process of (2R,2'S,2''R,3S,4S,6'S,6''S)-3-O-benzyl-1-O,2-O-(6,6'-dimethyl-3,3',4,4',5,5',6,6'-octahydro-2,2'-diyl)-adonitol

There total 2 articles about (2R,2'S,2''R,3S,4S,6'S,6''S)-3-O-benzyl-1-O,2-O-(6,6'-dimethyl-3,3',4,4',5,5',6,6'-octahydro-2,2'-diyl)-adonitol 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: 97.0%

(2R,2'S,2''R,2'''R,2''''S,3S,4S,6'S,6''S,6'''S,6''''S)-3-O-benzyl-1-O,2-O:4-O,5-O-di-(6,6'-dimethyl-3,3',4,4',5,5',6,6'-octahydro-2,2'-diyl)-adonitol → <2S, 6S, 7R, 9S, 14S>-2,9-dimethyl-14-hydroxymethyl-1,8,13,16-tetraoxadispiro<5.0.5.4>hexadecane (153595-01-8) + (2R,2'S,2''R,3S,4S,6'S,6''S)-3-O-benzyl-1-O,2-O-(6,6'-dimethyl-3,3',4,4',5,5',6,6'-octahydro-2,2'-diyl)-adonitol (173397-77-8)

Guidance literature:

With camphor-10-sulfonic acid; glycerol; In chloroform; for 42h; Heating;

DOI:10.1016/0957-4166(95)00318-J

Reference yield: 75.0%

glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) + (2R,2'S,2''R,2'''R,2''''S,3S,4S,6'S,6''S,6'''S,6''''S)-3-O-benzyl-1-O,2-O:4-O,5-O-di-(6,6'-dimethyl-3,3',4,4',5,5',6,6'-octahydro-2,2'-diyl)-adonitol → <2S, 6S, 7R, 9S, 14S>-2,9-dimethyl-14-hydroxymethyl-1,8,13,16-tetraoxadispiro<5.0.5.4>hexadecane (153595-01-8) + (2R,2'S,2''R,3S,4S,6'S,6''S)-3-O-benzyl-1-O,2-O-(6,6'-dimethyl-3,3',4,4',5,5',6,6'-octahydro-2,2'-diyl)-adonitol (173397-77-8)

Guidance literature:

With camphor-10-sulfonic acid; In chloroform; for 42h; Heating;

DOI:10.1016/0957-4166(95)00318-J

Reference yield: 82.0%

pivaloyl chloride (3282-30-2) + (2R,2'S,2''R,3S,4S,6'S,6''S)-3-O-benzyl-1-O,2-O-(6,6'-dimethyl-3,3',4,4',5,5',6,6'-octahydro-2,2'-diyl)-adonitol (173397-77-8) → (2R,2'S,2''R,3S,4S,6'S,6''S)-3-O-benzyl-1-O,2-O-(6,6'-dimethyl-3,3',4,4',5,5',6,6'-octahydro-2,2'-bi-2H-pyran-2,2'-diyl)-5-O-pivaloyl-adonitol (173397-78-9)

Guidance literature:

With pyridine; In dichloromethane; at -30 ℃; for 7h;

DOI:10.1016/0957-4166(95)00318-J

upstream raw materials:

glycerol

Downstream raw materials:

(2R,2'S,2''R,3S,4S,6'S,6''S)-3-O-benzyl-1-O,2-O-(6,6'-dimethyl-3,3',4,4',5,5',6,6'-octahydro-2,2'-bi-2H-pyran-2,2'-diyl)-5-O-pivaloyl-adonitol

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