(12R,15S,16S,19R,20S,34R,35R)-34,35-dimethoxy-34,35-dimethyl-19-(12-(9-benzyloxypropyl)-15-(16-hydroxypropyl)tetrahydrofuran)-20-dodecanyl-[33,36]-dioxane

Base Information

Chemical Name:(12R,15S,16S,19R,20S,34R,35R)-34,35-dimethoxy-34,35-dimethyl-19-(12-(9-benzyloxypropyl)-15-(16-hydroxypropyl)tetrahydrofuran)-20-dodecanyl-[33,36]-dioxane
CAS No.:313963-44-9
Molecular Formula:C₃₇H₆₄O₇
Molecular Weight:620.911
Hs Code.:

(12R,15S,16S,19R,20S,34R,35R)-34,35-dimethoxy-34,35-dimethyl-19-(12-(9-benzyloxypropyl)-15-(16-hydroxypropyl)tetrahydrofuran)-20-dodecanyl-[33,36]-dioxane

Synonyms:(12R,15S,16S,19R,20S,34R,35R)-34,35-dimethoxy-34,35-dimethyl-19-(12-(9-benzyloxypropyl)-15-(16-hydroxypropyl)tetrahydrofuran)-20-dodecanyl-[33,36]-dioxane

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Chemical Property of (12R,15S,16S,19R,20S,34R,35R)-34,35-dimethoxy-34,35-dimethyl-19-(12-(9-benzyloxypropyl)-15-(16-hydroxypropyl)tetrahydrofuran)-20-dodecanyl-[33,36]-dioxane

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Technology Process of (12R,15S,16S,19R,20S,34R,35R)-34,35-dimethoxy-34,35-dimethyl-19-(12-(9-benzyloxypropyl)-15-(16-hydroxypropyl)tetrahydrofuran)-20-dodecanyl-[33,36]-dioxane

There total 20 articles about (12R,15S,16S,19R,20S,34R,35R)-34,35-dimethoxy-34,35-dimethyl-19-(12-(9-benzyloxypropyl)-15-(16-hydroxypropyl)tetrahydrofuran)-20-dodecanyl-[33,36]-dioxane 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: 18.0%

: 313963-43-8
(12R,15S,16R/S,19R,20S,34R,35R)-34,35-dimethoxy-34,35-dimethyl-19-(12-(9-benzyloxypropyl)-15-(16-hydroxyprop-17-ynyl)tetrahydrofuran)-20-dodecanyl-[33,36]-dioxane

: 313963-44-9
(12R,15S,16S,19R,20S,34R,35R)-34,35-dimethoxy-34,35-dimethyl-19-(12-(9-benzyloxypropyl)-15-(16-hydroxypropyl)tetrahydrofuran)-20-dodecanyl-[33,36]-dioxane

: (12R,15S,16R,19R,20S,34R,35R)-34,35-dimethoxy-34,35-dimethyl-19-(12-(9-benzyloxypropyl)-15-(16-hydroxypropyl)tetrahydrofuran)-20-dodecanyl-[33,36]-dioxane

Guidance literature:: With hydrogen; nickel; In ethanol; at 20 ℃; for 1h; Title compound not separated from byproducts;
DOI:10.1002/1521-3765(20020402)8:7<1621::AID-CHEM1621>3.0.CO;2-8

Reference yield:

: 313963-51-8
(12R,15S,16R/S,19R,20S,34R,35R)-34,35-dimethoxy-34,35-dimethyl-19-(12-(9-benzyloxypropyl)-15-(16-hydroxypropyl)tetrahydrofuran)-20-dodecanyl-[33,36]-dioxane

: 313963-44-9
(12R,15S,16S,19R,20S,34R,35R)-34,35-dimethoxy-34,35-dimethyl-19-(12-(9-benzyloxypropyl)-15-(16-hydroxypropyl)tetrahydrofuran)-20-dodecanyl-[33,36]-dioxane

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / DMSO; oxalyl chloride; Et₃N / CH₂Cl₂ / 1.5 h / -78 - 20 °C

2: L-Selectride / tetrahydrofuran / 0.17 h / -100 °C

With oxalyl dichloride; L-Selectride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; 1: Swern oxidation;
DOI:10.1002/1521-3765(20020402)8:7<1621::AID-CHEM1621>3.0.CO;2-8

Reference yield:

: 100-39-0
benzyl bromide

: 313963-44-9
(12R,15S,16S,19R,20S,34R,35R)-34,35-dimethoxy-34,35-dimethyl-19-(12-(9-benzyloxypropyl)-15-(16-hydroxypropyl)tetrahydrofuran)-20-dodecanyl-[33,36]-dioxane

Guidance literature:: Multi-step reaction with 8 steps

1.1: KHMDS / tetrahydrofuran / 0.5 h / -78 °C

1.2: 80 percent / tetrahydrofuran / -72 - 20 °C

2.1: TBAF / tetrahydrofuran / 2 h / 28 °C

3.1: H₂ / Raney nickel / ethanol / 0.5 h / 20 °C

4.1: DMSO; (COCl)2; NEt₃ / CH₂Cl₂ / -78 - 0 °C

5.1: nBuLi / tetrahydrofuran / 0.5 h / -78 - 0 °C

5.2: tetrahydrofuran / -78 °C

6.1: 91 percent / H₂ / Raney nickel / ethanol / 0.5 h / 20 °C

7.1: tetrapropylammonium perruthenate; NMO; NEt₃ / CH₂Cl₂ / 0.75 h / 0 °C

8.1: L-Selectride / tetrahydrofuran / -100 °C

With n-butyllithium; N-methyl-2-indolinone; tetrapropylammonium perruthennate; oxalyl dichloride; tetrabutyl ammonium fluoride; hydrogen; potassium hexamethylsilazane; L-Selectride; dimethyl sulfoxide; triethylamine; nickel; In tetrahydrofuran; ethanol; dichloromethane; 1.1: Metallation / 1.2: Etherification / 2.1: Silyl ether cleavage / 3.1: Catalytic hydrogenation / 4.1: Swern oxidation / 5.1: Elimination / 5.2: Addition / 6.1: Catalytic hydrogenation / 7.1: Oxidation / 8.1: Reduction;
DOI:10.1002/1521-3773(20001016)39:20<3622::AID-ANIE3622>3.0.CO;2-H