(2R,4S,5S,6R,7R,8S)-7-(3,4-Dimethoxy-benzyloxy)-1-(1-methoxy-1-methyl-ethoxy)-2,4,6,8-tetramethyl-dec-9-en-5-ol

Base Information

Chemical Name:(2R,4S,5S,6R,7R,8S)-7-(3,4-Dimethoxy-benzyloxy)-1-(1-methoxy-1-methyl-ethoxy)-2,4,6,8-tetramethyl-dec-9-en-5-ol
CAS No.:113956-92-6
Molecular Formula:C₂₇H₄₆O₆
Molecular Weight:466.659
Hs Code.:

Synonyms:(2R,4S,5S,6R,7R,8S)-7-(3,4-Dimethoxy-benzyloxy)-1-(1-methoxy-1-methyl-ethoxy)-2,4,6,8-tetramethyl-dec-9-en-5-ol

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Chemical Property of (2R,4S,5S,6R,7R,8S)-7-(3,4-Dimethoxy-benzyloxy)-1-(1-methoxy-1-methyl-ethoxy)-2,4,6,8-tetramethyl-dec-9-en-5-ol

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Technology Process of (2R,4S,5S,6R,7R,8S)-7-(3,4-Dimethoxy-benzyloxy)-1-(1-methoxy-1-methyl-ethoxy)-2,4,6,8-tetramethyl-dec-9-en-5-ol

There total 6 articles about (2R,4S,5S,6R,7R,8S)-7-(3,4-Dimethoxy-benzyloxy)-1-(1-methoxy-1-methyl-ethoxy)-2,4,6,8-tetramethyl-dec-9-en-5-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:

: 90093-98-4
(2S,3R,5S,6S)-2-isopropyloxy-3,5-dimethyl-6-<1(S)-methyl-2-hydroxyethyl>tetrahydropyran

: 113956-92-6
(2R,4S,5S,6R,7R,8S)-7-(3,4-Dimethoxy-benzyloxy)-1-(1-methoxy-1-methyl-ethoxy)-2,4,6,8-tetramethyl-dec-9-en-5-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / Me₂SO, (COCl)2, Et₃N / CH₂Cl₂

2: 94 percent / BF₃-Et₂O / CH₂Cl₂ / -90 °C

3: 95 percent / KCH₂S(O)Me / Ambient temperature

4: 1.) 1 N HCl; 2.) Ca(BH₄)2 / 1.) THF, 50 deg C, 12 h; 2.) EtOH, rt, 3 h

5: CSA / 0.5 h / Ambient temperature

With hydrogenchloride; calcium borohydride; oxalyl dichloride; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; potassium dimsylate; dimethyl sulfoxide; triethylamine; In dichloromethane;
DOI:10.1021/ja00275a063

Reference yield:

: 102851-95-6
(R)-2-((2S,3S,5R,6S)-6-Isopropoxy-3,5-dimethyl-tetrahydro-pyran-2-yl)-propionaldehyde

: 113956-92-6
(2R,4S,5S,6R,7R,8S)-7-(3,4-Dimethoxy-benzyloxy)-1-(1-methoxy-1-methyl-ethoxy)-2,4,6,8-tetramethyl-dec-9-en-5-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / BF₃-Et₂O / CH₂Cl₂ / -90 °C

2: 95 percent / KCH₂S(O)Me / Ambient temperature

3: 1.) 1 N HCl; 2.) Ca(BH₄)2 / 1.) THF, 50 deg C, 12 h; 2.) EtOH, rt, 3 h

4: CSA / 0.5 h / Ambient temperature

With hydrogenchloride; calcium borohydride; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; potassium dimsylate; In dichloromethane;
DOI:10.1021/ja00275a063

Reference yield:

: 102851-96-7
(3S,4R,5S)-4-hydroxy-5(2(S)-isopropyloxy-3(R),5(S)-dimethyl-6(S)-tetrahydroxypropanyl)-3-methylhexane

: 113956-92-6
(2R,4S,5S,6R,7R,8S)-7-(3,4-Dimethoxy-benzyloxy)-1-(1-methoxy-1-methyl-ethoxy)-2,4,6,8-tetramethyl-dec-9-en-5-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / KCH₂S(O)Me / Ambient temperature

2: 1.) 1 N HCl; 2.) Ca(BH₄)2 / 1.) THF, 50 deg C, 12 h; 2.) EtOH, rt, 3 h

3: CSA / 0.5 h / Ambient temperature

With hydrogenchloride; calcium borohydride; camphor-10-sulfonic acid; potassium dimsylate;
DOI:10.1021/ja00275a063