(2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-propoxy]-tetrahydro-pyran-3-ol

Base Information

Chemical Name:(2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-propoxy]-tetrahydro-pyran-3-ol
CAS No.:97974-25-9
Molecular Formula:C₄₆H₅₄O₇Si
Molecular Weight:747.016
Hs Code.:

Synonyms:(2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-propoxy]-tetrahydro-pyran-3-ol

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Chemical Property of (2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-propoxy]-tetrahydro-pyran-3-ol

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Technology Process of (2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-propoxy]-tetrahydro-pyran-3-ol

There total 12 articles about (2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-propoxy]-tetrahydro-pyran-3-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:

: Acetic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-propoxy]-tetrahydro-pyran-3-yl ester

: 97974-25-9
(2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-propoxy]-tetrahydro-pyran-3-ol

Guidance literature:: With sodium methylate; In methanol; at 25 ℃; for 8h; Yield given;
DOI:10.1021/ja00305a056

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 97974-25-9
(2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-propoxy]-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 90 percent / CSA / benzene / 25 °C

2: 90 percent / NaH / tetrahydrofuran / Heating

3: 1.) NaCNBH₃, 4 A mol. sieves; 2.) HCl(g) / 1.) THF, 25 deg C; 2.) Et₂O

4: 95 percent / DMAP / CH₂Cl₂ / 0 - 25 °C

5: 85 percent / NBS, DAST / CH₂Cl₂ / -15 °C

6: SnCl₂, AgClO₄, 4 A mol. sieves / diethyl ether / 18 h / -15 °C

7: NaOMe / methanol / 8 h / 25 °C

With hydrogenchloride; dmap; N-Bromosuccinimide; 4 A molecular sieve; camphor-10-sulfonic acid; sodium methylate; silver perchlorate; sodium hydride; sodium cyanoborohydride; 4,4'-diaminostilbene-2,2'-disulfonic acid; tin(ll) chloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; benzene;
DOI:10.1021/ja00305a056

Reference yield:

: 2936-70-1,5624-48-6,13992-15-9,16758-34-2,28244-97-5,77481-62-0,77481-63-1,105088-17-3,149495-84-1
(2R,3S,4S,5R,6S)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol

: 97974-25-9
(2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-propoxy]-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 90 percent / CSA / benzene / 25 °C

2: 90 percent / NaH / tetrahydrofuran / Heating

3: 1.) NaCNBH₃, 4 A mol. sieves; 2.) HCl(g) / 1.) THF, 25 deg C; 2.) Et₂O

4: 95 percent / DMAP / CH₂Cl₂ / 0 - 25 °C

5: 85 percent / NBS, DAST / CH₂Cl₂ / -15 °C

6: SnCl₂, AgClO₄, 4 A mol. sieves / diethyl ether / 18 h / -15 °C

7: NaOMe / methanol / 8 h / 25 °C

With hydrogenchloride; dmap; N-Bromosuccinimide; 4 A molecular sieve; camphor-10-sulfonic acid; sodium methylate; silver perchlorate; sodium hydride; sodium cyanoborohydride; 4,4'-diaminostilbene-2,2'-disulfonic acid; tin(ll) chloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; benzene;
DOI:10.1021/ja00305a056