(S)-2-[(2S,3R,5S,7S,8R,9R)-7-Allyl-9-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4,4,8-trimethyl-1,6-dioxa-spiro[4.5]dec-2-yl]-2-methoxy-ethanol

Base Information

Chemical Name:(S)-2-[(2S,3R,5S,7S,8R,9R)-7-Allyl-9-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4,4,8-trimethyl-1,6-dioxa-spiro[4.5]dec-2-yl]-2-methoxy-ethanol
CAS No.:177212-18-9
Molecular Formula:C₃₁H₅₂O₇Si
Molecular Weight:564.835
Hs Code.:

(S)-2-[(2S,3R,5S,7S,8R,9R)-7-Allyl-9-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4,4,8-trimethyl-1,6-dioxa-spiro[4.5]dec-2-yl]-2-methoxy-ethanol

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Chemical Property of (S)-2-[(2S,3R,5S,7S,8R,9R)-7-Allyl-9-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4,4,8-trimethyl-1,6-dioxa-spiro[4.5]dec-2-yl]-2-methoxy-ethanol

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Technology Process of (S)-2-[(2S,3R,5S,7S,8R,9R)-7-Allyl-9-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4,4,8-trimethyl-1,6-dioxa-spiro[4.5]dec-2-yl]-2-methoxy-ethanol

There total 15 articles about (S)-2-[(2S,3R,5S,7S,8R,9R)-7-Allyl-9-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4,4,8-trimethyl-1,6-dioxa-spiro[4.5]dec-2-yl]-2-methoxy-ethanol 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:

: (R)-3-(4-Methoxy-benzyloxy)-3-[(4S,5S)-5-methoxy-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-2,2-dimethyl-propionic acid methyl ester

: 177212-18-9
(S)-2-[(2S,3R,5S,7S,8R,9R)-7-Allyl-9-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4,4,8-trimethyl-1,6-dioxa-spiro[4.5]dec-2-yl]-2-methoxy-ethanol

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / tetrahydrofuran

2: t-BuOK / tetrahydrofuran / 1.) -78 deg C

3: 63 percent / 48percent aq. HF / acetonitrile; CH₂Cl₂ / 2 h / -10 - 0 °C

4: Et₃N / CH₂Cl₂

5: pyridine*HF, pyridine / tetrahydrofuran

With pyridine; hydrogen fluoride; potassium tert-butylate; pyridine hydrogenfluoride; triethylamine; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1039/CC9960000871

Reference yield:

: (2S,3R,5S,7S,8R,9R)-7-Allyl-9-(tert-butyl-dimethyl-silanyloxy)-2-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methoxy-ethyl]-3-(4-methoxy-benzyloxy)-4,4,8-trimethyl-1,6-dioxa-spiro[4.5]decane

: 177212-18-9
(S)-2-[(2S,3R,5S,7S,8R,9R)-7-Allyl-9-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4,4,8-trimethyl-1,6-dioxa-spiro[4.5]dec-2-yl]-2-methoxy-ethanol

Guidance literature:: With pyridine; pyridine hydrogenfluoride; In tetrahydrofuran; Yield given;
DOI:10.1039/CC9960000871

Reference yield:

: 106357-32-8
(2S,3S)-1-(benzyloxy)-2-methylhept-5-en-3-ol

: 177212-18-9
(S)-2-[(2S,3R,5S,7S,8R,9R)-7-Allyl-9-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4,4,8-trimethyl-1,6-dioxa-spiro[4.5]dec-2-yl]-2-methoxy-ethanol

Guidance literature:: Multi-step reaction with 7 steps

1: 71 percent / Et₃N, DMAP / CH₂Cl₂

2: 89 percent / Na, liq. NH₃ / ethanol

3: 78 percent / pyridine*SO₃, Et₃N / dimethylsulfoxide; CH₂Cl₂

4: t-BuOK / tetrahydrofuran / 1.) -78 deg C

5: 63 percent / 48percent aq. HF / acetonitrile; CH₂Cl₂ / 2 h / -10 - 0 °C

6: Et₃N / CH₂Cl₂

7: pyridine*HF, pyridine / tetrahydrofuran

With pyridine; dmap; hydrogen fluoride; potassium tert-butylate; ammonia; sodium; sulfur trioxide pyridine complex; pyridine hydrogenfluoride; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide; acetonitrile;
DOI:10.1039/CC9960000871