[(5S,6R,7R,8S,10S)-8,10-Bis-benzyloxy-7-(4-methoxy-benzyloxymethyl)-2,2,7-trimethyl-1,3-dioxa-spiro[4.5]dec-6-yl]-methanol

Base Information

Chemical Name:[(5S,6R,7R,8S,10S)-8,10-Bis-benzyloxy-7-(4-methoxy-benzyloxymethyl)-2,2,7-trimethyl-1,3-dioxa-spiro[4.5]dec-6-yl]-methanol
CAS No.:202062-74-6
Molecular Formula:C₃₅H₄₄O₇
Molecular Weight:576.73
Hs Code.:

Synonyms:[(5S,6R,7R,8S,10S)-8,10-Bis-benzyloxy-7-(4-methoxy-benzyloxymethyl)-2,2,7-trimethyl-1,3-dioxa-spiro[4.5]dec-6-yl]-methanol

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Chemical Property of [(5S,6R,7R,8S,10S)-8,10-Bis-benzyloxy-7-(4-methoxy-benzyloxymethyl)-2,2,7-trimethyl-1,3-dioxa-spiro[4.5]dec-6-yl]-methanol

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Technology Process of [(5S,6R,7R,8S,10S)-8,10-Bis-benzyloxy-7-(4-methoxy-benzyloxymethyl)-2,2,7-trimethyl-1,3-dioxa-spiro[4.5]dec-6-yl]-methanol

There total 12 articles about [(5S,6R,7R,8S,10S)-8,10-Bis-benzyloxy-7-(4-methoxy-benzyloxymethyl)-2,2,7-trimethyl-1,3-dioxa-spiro[4.5]dec-6-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: 96.0%

: 202062-73-5
[(5S,6R,7R,8S,10S)-8,10-Bis-benzyloxy-7-(4-methoxy-benzyloxymethyl)-2,2,7-trimethyl-1,3-dioxa-spiro[4.5]dec-6-ylmethoxy]-tert-butyl-diphenyl-silane

: 202062-74-6
[(5S,6R,7R,8S,10S)-8,10-Bis-benzyloxy-7-(4-methoxy-benzyloxymethyl)-2,2,7-trimethyl-1,3-dioxa-spiro[4.5]dec-6-yl]-methanol

Guidance literature:: With tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; Heating;
DOI:10.1016/S0040-4039(97)10554-8

Reference yield:

: 100-39-0
benzyl bromide

: 202062-74-6
[(5S,6R,7R,8S,10S)-8,10-Bis-benzyloxy-7-(4-methoxy-benzyloxymethyl)-2,2,7-trimethyl-1,3-dioxa-spiro[4.5]dec-6-yl]-methanol

Guidance literature:: Multi-step reaction with 6 steps

1: 99 percent / nBu₄NI, KH / tetrahydrofuran / Ambient temperature

2: 84 percent / SeO₂, 70percent TBHP, salicylic acid / CH₂Cl₂ / 12 h / Ambient temperature

3: 82 percent / OsO₄, Me₃NO / acetone; H₂O / 36 h / Ambient temperature

4: 73 percent / CSA / CH₂Cl₂ / Ambient temperature

5: 93 percent / n-Bu₄NI, KH / tetrahydrofuran / Ambient temperature

6: 96 percent / nBu₄NI / tetrahydrofuran / Heating

With tert.-butylhydroperoxide; osmium(VIII) oxide; selenium(IV) oxide; trimethylamine-N-oxide; camphor-10-sulfonic acid; tetra-(n-butyl)ammonium iodide; potassium hydride; salicylic acid; In tetrahydrofuran; dichloromethane; water; acetone;
DOI:10.1016/S0040-4039(97)10554-8

Reference yield:

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 202062-74-6
[(5S,6R,7R,8S,10S)-8,10-Bis-benzyloxy-7-(4-methoxy-benzyloxymethyl)-2,2,7-trimethyl-1,3-dioxa-spiro[4.5]dec-6-yl]-methanol

Guidance literature:: Multi-step reaction with 10 steps

1: 85 percent / PPTS / CH₂Cl₂ / 24 h / Ambient temperature

2: 69 percent / BF₃*OEt₂, 4 Angstroem molecular sieves / CH₂Cl₂ / 1 h / -60 °C

3: LiAlH₄ / diethyl ether / 1 h / 0 deg C up to RT

4: 97 percent / imidazole / CH₂Cl₂ / 0 deg C up to RT

5: 99 percent / nBu₄NI, KH / tetrahydrofuran / Ambient temperature

6: 84 percent / SeO₂, 70percent TBHP, salicylic acid / CH₂Cl₂ / 12 h / Ambient temperature

7: 82 percent / OsO₄, Me₃NO / acetone; H₂O / 36 h / Ambient temperature

8: 73 percent / CSA / CH₂Cl₂ / Ambient temperature

9: 93 percent / n-Bu₄NI, KH / tetrahydrofuran / Ambient temperature

10: 96 percent / nBu₄NI / tetrahydrofuran / Heating

With 1H-imidazole; tert.-butylhydroperoxide; osmium(VIII) oxide; lithium aluminium tetrahydride; selenium(IV) oxide; trimethylamine-N-oxide; 4 A molecular sieve; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; potassium hydride; salicylic acid; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetone;
DOI:10.1016/S0040-4039(97)10554-8